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Hacking Secret Ciphers with Python A beginner s guide
to cryptography and computer programming with Python
1st Edition Al Sweigart Digital Instant Download
Author(s): Al Sweigart
ISBN(s): 9781482614374, 1482614375
Edition: 1
File Details: PDF, 6.61 MB
Year: 2013
Language: english
Hacking Secret
Ciphers with Python
By Al Sweigart
Copyright © 2013 by Al Sweigart
Some Rights Reserved. “Hacking Secret Ciphers with Python” is licensed under a Creative
Commons Attribution-Noncommercial-Share Alike 3.0 United States License.
Attribution — You must attribute the work in the manner specified by the author or
licensor (but not in any way that suggests that they endorse you or your use of the work).
(Visibly include the title and author's name in any excerpts of this work.)
Noncommercial — You may not use this work for commercial purposes.
Share Alike — If you alter, transform, or build upon this work, you may distribute
the resulting work only under the same or similar license to this one.
This summary is located here: http://creativecommons.org/licenses/by-nc-sa/3.0/us/ Your fair use and other rights are
in no way affected by the above. There is a human-readable summary of the Legal Code (the full license), located here:
http://creativecommons.org/licenses/by-nc-sa/3.0/us/legalcode
Book Version 3
Special thanks to Ari Lacenski. I can’t thank her enough. Without her efforts there’d be typos literally on every page.
If you've downloaded this book from a torrent, it’s probably out of date. Go
to http://inventwithpython.com/hacking to download the latest version.
ISBN 978-1482614374
1st Edition
Nedroid Picture Diary by Anthony Clark, http://nedroid.com
Movies and TV shows always make hacking look exciting with furious typing and meaningless
ones and zeros flying across the screen. They make hacking look like something that you have to
be super smart to learn. They make hacking look like magic.
It’s not magic. It’s based on computers, and everything computers do have logical
principles behind them which can be learned and understood. Even when you don’t
understand or when the computer does something frustrating or mysterious, there is always,
always, always a reason why.
And it’s not hard to learn. This book assumes you know nothing about cryptography or
programming, and helps you learn, step by step, how to write programs that can hack encrypted
messages. Good luck and have fun!
100% of the profits from this book are donated
to the Electronic Frontier Foundation, the Creative Commons, and the Tor Project.
Dedicated to Aaron Swartz, 1986 – 2013
When I see our army, I see Aaron Swartz and my heart is broken.
We have truly lost one of our better angels.”
- C.M.
ABOUT THIS BOOK
There are many books that teach beginners how to write secret messages using ciphers. There are
a couple books that teach beginners how to hack ciphers. As far as I can tell, there are no books to
teach beginners how to write programs to hack ciphers. This book fills that gap.
This book is for complete beginners who do not know anything about encryption, hacking, or
cryptography. The ciphers in this book (except for the RSA cipher in the last chapter) are all
centuries old, and modern computers now have the computational power to hack their encrypted
messages. No modern organization or individuals use these ciphers anymore. As such, there’s no
reasonable context in which you could get into legal trouble for the information in this book.
This book is for complete beginners who have never programmed before. This book teaches basic
programming concepts with the Python programming language. Python is the best language for
beginners to learn programming: it is simple and readable yet also a powerful programming
language used by professional software developers. The Python software can be downloaded for
free from http://python.org and runs on Linux, Windows, OS X, and the Raspberry Pi.
There are two definitions of “hacker”. A hacker is a person who studies a system (such as the
rules of a cipher or a piece of software) to understand it so well that they are not limited by the
original rules of that system and can creatively modify it to work in new ways. “Hacker” is also
used to mean criminals who break into computer systems, violate people’s privacy, and cause
damage. This book uses “hacker” in the first sense. Hackers are cool. Criminals are just people
who think they’re being clever by breaking stuff. Personally, my day job as a software
developer pays me way more for less work than writing a virus or doing an Internet scam would.
On a side note, don’t use any of the encryption programs in this book for your actual files.
They’re fun to play with but they don’t provide true security. And in general, you shouldn’t trust
the ciphers that you yourself make. As legendary cryptographer Bruce Schneier put it, “Anyone,
from the most clueless amateur to the best cryptographer, can create an algorithm that he himself
can’t break. It’s not even hard. What is hard is creating an algorithm that no one else can break,
even after years of analysis. And the only way to prove that is to subject the algorithm to years of
analysis by the best cryptographers around.”
This book is released under a Creative Commons license and is free to copy and distribute (as
long as you don’t charge money for it). The book can be downloaded for free from its website at
http://inventwithpython.com/hacking. If you ever have questions about how these programs work,
feel free to email me at al@inventwithpython.com.
TABLE OF CONTENTS
About This Book ....................................................................................................................... 6
Table of Contents ..................................................................................................................... 7
Chapter 1 - Making Paper Cryptography Tools ...................................................................... 1
What is Cryptography? ................................................................................................................................................ 2
Codes vs. Ciphers ........................................................................................................................................................ 3
Making a Paper Cipher Wheel ..................................................................................................................................... 4
A Virtual Cipher Wheel ............................................................................................................................................... 7
How to Encrypt with the Cipher Wheel ....................................................................................................................... 8
How to Decrypt with the Cipher Wheel ....................................................................................................................... 9
A Different Cipher Tool: The St. Cyr Slide ............................................................................................................... 10
Practice Exercises, Chapter 1, Set A .......................................................................................................................... 11
Doing Cryptography without Paper Tools ................................................................................................................. 11
Practice Exercises, Chapter 1, Set B .......................................................................................................................... 13
Double-Strength Encryption?..................................................................................................................................... 13
Programming a Computer to do Encryption .............................................................................................................. 14
Chapter 2 - Installing Python ................................................................................................. 16
Downloading and Installing Python ........................................................................................................................... 17
Downloading pyperclip.py ......................................................................................................................................... 18
Starting IDLE ............................................................................................................................................................. 18
The Featured Programs .............................................................................................................................................. 19
Line Numbers and Spaces .......................................................................................................................................... 20
Text Wrapping in This Book ..................................................................................................................................... 20
Tracing the Program Online ....................................................................................................................................... 21
Checking Your Typed Code with the Online Diff Tool ............................................................................................. 21
Copying and Pasting Text .......................................................................................................................................... 21
More Info Links ......................................................................................................................................................... 22
Programming and Cryptography ................................................................................................................................ 22
Chapter 3 - The Interactive Shell .......................................................................................... 26
Some Simple Math Stuff ............................................................................................................................................ 26
Integers and Floating Point Values ............................................................................................................................ 27
Expressions ................................................................................................................................................................ 27
Order of Operations ................................................................................................................................................... 28
Evaluating Expressions .............................................................................................................................................. 29
Errors are Okay!......................................................................................................................................................... 29
Practice Exercises, Chapter 3, Set A .......................................................................................................................... 30
Every Value has a Data Type ..................................................................................................................................... 30
Storing Values in Variables with Assignment Statements ......................................................................................... 30
Overwriting Variables ................................................................................................................................................ 32
Using More Than One Variable ................................................................................................................................. 33
Variable Names.......................................................................................................................................................... 34
Practice Exercises, Chapter 3, Set B .......................................................................................................................... 35
Summary - But When Are We Going to Start Hacking?............................................................................................ 35
Chapter 4 - Strings and Writing Programs ........................................................................... 36
Strings ........................................................................................................................................................................ 36
String Concatenation with the + Operator ................................................................................................................. 38
String Replication with the * Operator ...................................................................................................................... 39
Printing Values with the print() Function ............................................................................................................ 39
Escape Characters ...................................................................................................................................................... 40
Quotes and Double Quotes ........................................................................................................................................ 41
Practice Exercises, Chapter 4, Set A .......................................................................................................................... 42
Indexing ..................................................................................................................................................................... 42
Negative Indexes........................................................................................................................................................ 44
Slicing ........................................................................................................................................................................ 44
Blank Slice Indexes.................................................................................................................................................... 45
Practice Exercises, Chapter 4, Set B .......................................................................................................................... 46
Writing Programs in IDLE’s File Editor .................................................................................................................... 46
Hello World! .............................................................................................................................................................. 47
Source Code of Hello World ...................................................................................................................................... 47
Saving Your Program ................................................................................................................................................ 48
Running Your Program .............................................................................................................................................. 49
Opening The Programs You’ve Saved ....................................................................................................................... 50
How the “Hello World” Program Works ................................................................................................................... 50
Comments .................................................................................................................................................................. 50
Functions.................................................................................................................................................................... 51
The print() function ............................................................................................................................................. 51
The input() function ............................................................................................................................................. 51
Ending the Program ................................................................................................................................................... 52
Practice Exercises, Chapter 4, Set C .......................................................................................................................... 52
Summary .................................................................................................................................................................... 53
Chapter 5 - The Reverse Cipher ............................................................................................ 54
The Reverse Cipher.................................................................................................................................................... 54
Source Code of the Reverse Cipher Program ............................................................................................................. 55
Sample Run of the Reverse Cipher Program.............................................................................................................. 55
Checking Your Source Code with the Online Diff Tool ............................................................................................ 56
How the Program Works............................................................................................................................................ 56
The len() Function ................................................................................................................................................. 57
Introducing the while Loop ..................................................................................................................................... 58
The Boolean Data Type ............................................................................................................................................. 59
Comparison Operators ............................................................................................................................................... 59
Conditions .................................................................................................................................................................. 62
Blocks ........................................................................................................................................................................ 62
The while Loop Statement ...................................................................................................................................... 63
“Growing” a String .................................................................................................................................................... 64
Tracing Through the Program, Step by Step .............................................................................................................. 67
Using input() In Our Programs............................................................................................................................. 68
Practice Exercises, Chapter 5, Section A ................................................................................................................... 69
Summary .................................................................................................................................................................... 69
Chapter 6 - The Caesar Cipher.............................................................................................. 70
Implementing a Program ............................................................................................................................................ 70
Source Code of the Caesar Cipher Program ............................................................................................................... 71
Sample Run of the Caesar Cipher Program................................................................................................................ 72
Checking Your Source Code with the Online Diff Tool ............................................................................................ 73
Practice Exercises, Chapter 6, Set A .......................................................................................................................... 73
How the Program Works............................................................................................................................................ 73
Importing Modules with the import Statement ....................................................................................................... 73
Constants.................................................................................................................................................................... 74
The upper() and lower() String Methods ........................................................................................................ 75
The for Loop Statement ........................................................................................................................................... 76
A while Loop Equivalent of a for Loop................................................................................................................ 77
Practice Exercises, Chapter 6, Set B .......................................................................................................................... 78
The if Statement ...................................................................................................................................................... 78
The else Statement .................................................................................................................................................. 79
The elif Statement .................................................................................................................................................. 79
The in and not in Operators ................................................................................................................................. 80
The find() String Method ...................................................................................................................................... 81
Practice Exercises, Chapter 6, Set C .......................................................................................................................... 82
Back to the Code ........................................................................................................................................................ 82
Displaying and Copying the Encrypted/Decrypted String ......................................................................................... 85
Encrypt Non-Letter Characters .................................................................................................................................. 86
Summary .................................................................................................................................................................... 87
Chapter 7 - Hacking the Caesar Cipher with the Brute-Force Technique .......................... 88
Hacking Ciphers ........................................................................................................................................................ 88
The Brute-Force Attack ............................................................................................................................................. 89
Source Code of the Caesar Cipher Hacker Program .................................................................................................. 89
Sample Run of the Caesar Cipher Hacker Program ................................................................................................... 90
How the Program Works............................................................................................................................................ 91
The range() Function ............................................................................................................................................ 91
Back to the Code ........................................................................................................................................................ 93
String Formatting ....................................................................................................................................................... 94
Practice Exercises, Chapter 7, Set A .......................................................................................................................... 95
Summary .................................................................................................................................................................... 95
Chapter 8 - Encrypting with the Transposition Cipher ........................................................ 96
Encrypting with the Transposition Cipher ................................................................................................................. 96
Practice Exercises, Chapter 8, Set A .......................................................................................................................... 98
A Transposition Cipher Encryption Program ............................................................................................................. 98
Source Code of the Transposition Cipher Encryption Program ................................................................................. 98
Sample Run of the Transposition Cipher Encryption Program .................................................................................. 99
How the Program Works.......................................................................................................................................... 100
Creating Your Own Functions with def Statements ............................................................................................... 100
The Program’s main() Function ........................................................................................................................... 101
Parameters................................................................................................................................................................ 102
Variables in the Global and Local Scope ................................................................................................................. 104
The global Statement ........................................................................................................................................... 104
Practice Exercises, Chapter 8, Set B ........................................................................................................................ 106
The List Data Type .................................................................................................................................................. 106
Using the list() Function to Convert Range Objects to Lists ............................................................................. 109
Reassigning the Items in Lists.................................................................................................................................. 110
Reassigning Characters in Strings ............................................................................................................................ 110
Lists of Lists ............................................................................................................................................................ 110
Practice Exercises, Chapter 8, Set C ........................................................................................................................ 111
Using len() and the in Operator with Lists ......................................................................................................... 111
List Concatenation and Replication with the + and * Operators.............................................................................. 112
Practice Exercises, Chapter 8, Set D ........................................................................................................................ 113
The Transposition Encryption Algorithm ................................................................................................................ 113
Augmented Assignment Operators .......................................................................................................................... 115
Back to the Code ...................................................................................................................................................... 116
The join() String Method .................................................................................................................................... 118
Return Values and return Statements .................................................................................................................. 119
Practice Exercises, Chapter 8, Set E ........................................................................................................................ 120
Back to the Code ...................................................................................................................................................... 120
The Special __name__ Variable ............................................................................................................................ 120
Key Size and Message Length ................................................................................................................................. 121
Summary .................................................................................................................................................................. 122
Chapter 9 - Decrypting with the Transposition Cipher ...................................................... 123
Decrypting with the Transposition Cipher on Paper ................................................................................................ 124
Practice Exercises, Chapter 9, Set A ........................................................................................................................ 125
A Transposition Cipher Decryption Program........................................................................................................... 126
Source Code of the Transposition Cipher Decryption Program ............................................................................... 126
How the Program Works.......................................................................................................................................... 127
The math.ceil(), math.floor() and round() Functions ......................................................................... 128
The and and or Boolean Operators ........................................................................................................................ 132
Practice Exercises, Chapter 9, Set B ........................................................................................................................ 133
Truth Tables ............................................................................................................................................................. 133
The and and or Operators are Shortcuts ................................................................................................................ 134
Order of Operations for Boolean Operators ............................................................................................................. 135
Back to the Code ...................................................................................................................................................... 135
Practice Exercises, Chapter 9, Set C ........................................................................................................................ 137
Summary .................................................................................................................................................................. 137
Chapter 10 - Programming a Program to Test Our Program ............................................ 138
Source Code of the Transposition Cipher Tester Program ....................................................................................... 139
Sample Run of the Transposition Cipher Tester Program ........................................................................................ 140
How the Program Works.......................................................................................................................................... 141
Pseudorandom Numbers and the random.seed() Function ............................................................................... 141
The random.randint() Function ..................................................................................................................... 143
References................................................................................................................................................................ 143
The copy.deepcopy() Functions ...................................................................................................................... 147
Practice Exercises, Chapter 10, Set A ...................................................................................................................... 148
The random.shuffle() Function ..................................................................................................................... 148
Randomly Scrambling a String ................................................................................................................................ 149
Back to the Code ...................................................................................................................................................... 149
The sys.exit() Function ................................................................................................................................... 150
Testing Our Test Program ........................................................................................................................................ 151
Summary .................................................................................................................................................................. 152
Chapter 11 - Encrypting and Decrypting Files ................................................................... 153
Plain Text Files ........................................................................................................................................................ 154
Source Code of the Transposition File Cipher Program ........................................................................................... 154
Sample Run of the Transposition File Cipher Program ........................................................................................... 157
Reading From Files .................................................................................................................................................. 157
Writing To Files ....................................................................................................................................................... 158
How the Program Works.......................................................................................................................................... 159
The os.path.exists() Function ..................................................................................................................... 160
The startswith() and endswith() String Methods ..................................................................................... 161
The title() String Method ................................................................................................................................. 162
The time Module and time.time() Function .................................................................................................. 163
Back to the Code ...................................................................................................................................................... 164
Practice Exercises, Chapter 11, Set A ...................................................................................................................... 165
Summary .................................................................................................................................................................. 165
Chapter 12 - Detecting English Programmatically ............................................................ 166
How Can a Computer Understand English?............................................................................................................. 167
Practice Exercises, Chapter 12, Section A ............................................................................................................... 169
The Detect English Module ..................................................................................................................................... 169
Source Code for the Detect English Module ............................................................................................................ 169
How the Program Works.......................................................................................................................................... 170
Dictionaries and the Dictionary Data Type .............................................................................................................. 171
Adding or Changing Items in a Dictionary .............................................................................................................. 172
Practice Exercises, Chapter 12, Set B ...................................................................................................................... 173
Using the len() Function with Dictionaries .......................................................................................................... 173
Using the in Operator with Dictionaries ................................................................................................................. 173
Using for Loops with Dictionaries ........................................................................................................................ 174
Practice Exercises, Chapter 12, Set C ...................................................................................................................... 174
The Difference Between Dictionaries and Lists ....................................................................................................... 174
Finding Items is Faster with Dictionaries Than Lists ............................................................................................... 175
The split() Method ............................................................................................................................................ 175
The None Value ...................................................................................................................................................... 176
Back to the Code ...................................................................................................................................................... 177
“Divide by Zero” Errors ........................................................................................................................................... 179
The float(), int(), and str() Functions and Integer Division ..................................................................... 179
Practice Exercises, Chapter 12, Set D ...................................................................................................................... 180
Back to the Code ...................................................................................................................................................... 180
The append() List Method ..................................................................................................................................... 182
Default Arguments ................................................................................................................................................... 183
Calculating Percentage............................................................................................................................................. 184
Practice Exercises, Chapter 12, Set E ...................................................................................................................... 185
Summary .................................................................................................................................................................. 186
Chapter 13 - Hacking the Transposition Cipher ................................................................ 187
Source Code of the Transposition Cipher Hacker Program ..................................................................................... 187
Sample Run of the Transposition Breaker Program ................................................................................................. 189
How the Program Works.......................................................................................................................................... 190
Multi-line Strings with Triple Quotes ...................................................................................................................... 190
Back to the Code ...................................................................................................................................................... 191
The strip() String Method ................................................................................................................................. 193
Practice Exercises, Chapter 13, Set A ...................................................................................................................... 195
Summary .................................................................................................................................................................. 195
Chapter 14 - Modular Arithmetic with the Multiplicative and Affine Ciphers ................. 196
Oh No Math! ............................................................................................................................................................ 197
Math Oh Yeah! ........................................................................................................................................................ 197
Modular Arithmetic (aka Clock Arithmetic) ............................................................................................................ 197
The % Mod Operator ............................................................................................................................................... 199
Practice Exercises, Chapter 14, Set A ...................................................................................................................... 199
GCD: Greatest Common Divisor (aka Greatest Common Factor) ........................................................................... 199
Visualize Factors and GCD with Cuisenaire Rods................................................................................................... 200
Practice Exercises, Chapter 14, Set B ...................................................................................................................... 202
Multiple Assignment ................................................................................................................................................ 202
Swapping Values with the Multiple Assignment Trick ............................................................................................ 203
Euclid’s Algorithm for Finding the GCD of Two Numbers..................................................................................... 203
“Relatively Prime” ................................................................................................................................................... 205
Practice Exercises, Chapter 14, Set C ...................................................................................................................... 205
The Multiplicative Cipher ........................................................................................................................................ 205
Practice Exercises, Chapter 14, Set D ...................................................................................................................... 207
Multiplicative Cipher + Caesar Cipher = The Affine Cipher ................................................................................... 207
The First Affine Key Problem.................................................................................................................................. 207
Decrypting with the Affine Cipher........................................................................................................................... 208
Finding Modular Inverses ........................................................................................................................................ 209
The // Integer Division Operator ........................................................................................................................... 210
Source Code of the cryptomath Module ............................................................................................................. 210
Practice Exercises, Chapter 14, Set E ...................................................................................................................... 211
Summary .................................................................................................................................................................. 211
Chapter 15 - The Affine Cipher ........................................................................................... 213
Source Code of the Affine Cipher Program ............................................................................................................. 214
Sample Run of the Affine Cipher Program .............................................................................................................. 216
Practice Exercises, Chapter 15, Set A ...................................................................................................................... 216
How the Program Works.......................................................................................................................................... 216
Splitting One Key into Two Keys ............................................................................................................................ 218
The Tuple Data Type ............................................................................................................................................... 218
Input Validation on the Keys ................................................................................................................................... 219
The Affine Cipher Encryption Function .................................................................................................................. 220
The Affine Cipher Decryption Function .................................................................................................................. 221
Generating Random Keys ........................................................................................................................................ 222
The Second Affine Key Problem: How Many Keys Can the Affine Cipher Have? ................................................. 223
Summary .................................................................................................................................................................. 225
Chapter 16 - Hacking the Affine Cipher ............................................................................. 226
Source Code of the Affine Cipher Hacker Program ................................................................................................. 226
Sample Run of the Affine Cipher Hacker Program.................................................................................................. 228
How the Program Works.......................................................................................................................................... 228
The Affine Cipher Hacking Function....................................................................................................................... 230
The ** Exponent Operator ...................................................................................................................................... 230
The continue Statement ...................................................................................................................................... 231
Practice Exercises, Chapter 16, Set A ...................................................................................................................... 234
Summary .................................................................................................................................................................. 234
Chapter 17 - The Simple Substitution Cipher .................................................................... 235
The Simple Substitution Cipher with Paper and Pencil ........................................................................................... 236
Practice Exercises, Chapter 17, Set A ...................................................................................................................... 236
Source Code of the Simple Substitution Cipher ....................................................................................................... 237
Sample Run of the Simple Substitution Cipher Program ......................................................................................... 239
How the Program Works.......................................................................................................................................... 239
The Program’s main() Function ........................................................................................................................... 240
The sort() List Method ....................................................................................................................................... 241
Wrapper Functions ................................................................................................................................................... 242
The Program’s translateMessage() Function ............................................................................................... 243
The isupper() and islower() String Methods .............................................................................................. 245
Practice Exercises, Chapter 17, Set B ...................................................................................................................... 247
Generating a Random Key ....................................................................................................................................... 247
Encrypting Spaces and Punctuation ......................................................................................................................... 248
Practice Exercises, Chapter 17, Set C ...................................................................................................................... 249
Summary .................................................................................................................................................................. 249
Chapter 18 - Hacking the Simple Substitution Cipher ...................................................... 250
Computing Word Patterns ........................................................................................................................................ 251
Getting a List of Candidates for a Cipherword ........................................................................................................ 252
Practice Exercises, Chapter 18, Set A ...................................................................................................................... 253
Source Code of the Word Pattern Module ............................................................................................................... 253
Sample Run of the Word Pattern Module ................................................................................................................ 255
How the Program Works.......................................................................................................................................... 256
The pprint.pprint() and pprint.pformat() Functions ........................................................................ 256
Building Strings in Python with Lists ...................................................................................................................... 257
Calculating the Word Pattern ................................................................................................................................... 258
The Word Pattern Program’s main() Function ..................................................................................................... 259
Hacking the Simple Substitution Cipher .................................................................................................................. 262
Source Code of the Simple Substitution Hacking Program...................................................................................... 262
Hacking the Simple Substitution Cipher (in Theory) ............................................................................................... 266
Explore the Hacking Functions with the Interactive Shell ....................................................................................... 266
How the Program Works.......................................................................................................................................... 271
Import All the Things............................................................................................................................................... 272
A Brief Intro to Regular Expressions and the sub() Regex Method ......................................................................... 272
The Hacking Program’s main() Function ............................................................................................................. 273
Partially Hacking the Cipher .................................................................................................................................... 274
Blank Cipherletter Mappings ................................................................................................................................... 275
Adding Letters to a Cipherletter Mapping ............................................................................................................... 276
Intersecting Two Letter Mappings ........................................................................................................................... 277
Removing Solved Letters from the Letter Mapping ................................................................................................. 278
Hacking the Simple Substitution Cipher .................................................................................................................. 281
Creating a Key from a Letter Mapping .................................................................................................................... 283
Couldn’t We Just Encrypt the Spaces Too? ............................................................................................................. 285
Summary .................................................................................................................................................................. 286
Chapter 19 - The Vigenère Cipher ...................................................................................... 287
Le Chiffre Indéchiffrable ......................................................................................................................................... 288
Multiple “Keys” in the Vigenère Key ...................................................................................................................... 288
Source Code of Vigenère Cipher Program ............................................................................................................... 291
Sample Run of the Vigenère Cipher Program .......................................................................................................... 294
How the Program Works.......................................................................................................................................... 294
Summary .................................................................................................................................................................. 298
Chapter 20 - Frequency Analysis ........................................................................................ 299
The Code for Matching Letter Frequencies ............................................................................................................. 304
How the Program Works.......................................................................................................................................... 306
The Most Common Letters, “ETAOIN” .................................................................................................................. 307
The Program’s getLettersCount() Function ................................................................................................. 307
The Program’s getItemAtIndexZero() Function .......................................................................................... 308
The Program’s getFrequencyOrder() Function ............................................................................................ 308
The sort() Method’s key and reverse Keyword Arguments ......................................................................... 310
Passing Functions as Values .................................................................................................................................... 311
Converting Dictionaries to Lists with the keys(), values(), items() Dictionary Methods ......................................... 313
Sorting the Items from a Dictionary ......................................................................................................................... 315
The Program’s englishFreqMatchScore() Function ................................................................................... 316
Summary .................................................................................................................................................................. 317
Chapter 21 - Hacking the Vigenère Cipher ........................................................................ 318
The Dictionary Attack.............................................................................................................................................. 319
Source Code for a Vigenère Dictionary Attack Program ......................................................................................... 319
Sample Run of the Vigenère Dictionary Hacker Program ....................................................................................... 320
The readlines() File Object Method ................................................................................................................ 321
The Babbage Attack & Kasiski Examination........................................................................................................... 321
Kasiski Examination, Step 1 – Find Repeat Sequences’ Spacings ........................................................................... 321
Kasiski Examination, Step 2 – Get Factors of Spacings .......................................................................................... 322
Get Every Nth Letters from a String ........................................................................................................................ 323
Frequency Analysis .................................................................................................................................................. 323
Brute-Force through the Possible Keys .................................................................................................................... 325
Source Code for the Vigenère Hacking Program ..................................................................................................... 326
Sample Run of the Vigenère Hacking Program ....................................................................................................... 332
How the Program Works.......................................................................................................................................... 334
Finding Repeated Sequences ................................................................................................................................... 335
Calculating Factors .................................................................................................................................................. 337
Removing Duplicates with the set() Function .......................................................................................................... 338
The Kasiski Examination Algorithm........................................................................................................................ 341
The extend() List Method................................................................................................................................... 342
The end Keyword Argument for print() ........................................................................................................... 347
The itertools.product() Function .............................................................................................................. 348
The break Statement ............................................................................................................................................. 352
Practice Exercises, Chapter 21, Set A ...................................................................................................................... 354
Modifying the Constants of the Hacking Program ................................................................................................... 354
Summary .................................................................................................................................................................. 355
Chapter 22 - The One-Time Pad Cipher .............................................................................. 356
The Unbreakable One-Time Pad Cipher .................................................................................................................. 357
Why the One-Time Pad is Unbreakable ................................................................................................................... 357
Beware Pseudorandomness ...................................................................................................................................... 358
Beware the Two-Time Pad ...................................................................................................................................... 358
The Two-Time Pad is the Vigenère Cipher.............................................................................................................. 359
Practice Exercises, Chapter 22, Set A ...................................................................................................................... 360
Summary .................................................................................................................................................................. 360
Chapter 23 - Finding Prime Numbers ................................................................................. 361
Prime Numbers ........................................................................................................................................................ 362
Composite Numbers................................................................................................................................................. 363
Source Code for The Prime Sieve Module ............................................................................................................... 363
How the Program Works.......................................................................................................................................... 364
How to Calculate if a Number is Prime ................................................................................................................... 365
The Sieve of Eratosthenes ........................................................................................................................................ 366
The primeSieve() Function............................................................................................................................... 368
Detecting Prime Numbers ........................................................................................................................................ 369
Source Code for the Rabin-Miller Module............................................................................................................... 370
Sample Run of the Rabin Miller Module ................................................................................................................. 372
How the Program Works.......................................................................................................................................... 372
The Rabin-Miller Primality Algorithm .................................................................................................................... 372
The New and Improved isPrime() Function ...................................................................................................... 373
Summary .................................................................................................................................................................. 375
Chapter 24 - Public Key Cryptography and the RSA Cipher .............................................. 378
Public Key Cryptography......................................................................................................................................... 379
The Dangers of “Textbook” RSA ............................................................................................................................ 381
A Note About Authentication .................................................................................................................................. 381
The Man-In-The-Middle Attack .............................................................................................................................. 382
Generating Public and Private Keys......................................................................................................................... 383
Source Code for the RSA Key Generation Program ................................................................................................ 383
Sample Run of the RSA Key Generation Program .................................................................................................. 385
How the Key Generation Program Works ............................................................................................................... 386
The Program’s generateKey() Function ........................................................................................................... 387
RSA Key File Format .............................................................................................................................................. 390
Hybrid Cryptosystems ............................................................................................................................................. 391
Source Code for the RSA Cipher Program .............................................................................................................. 391
Sample Run of the RSA Cipher Program ................................................................................................................. 395
Practice Exercises, Chapter 24, Set A ...................................................................................................................... 397
Digital Signatures .................................................................................................................................................... 397
How the RSA Cipher Program Works ..................................................................................................................... 398
ASCII: Using Numbers to Represent Characters ..................................................................................................... 400
The chr() and ord() Functions .......................................................................................................................... 400
Practice Exercises, Chapter 24, Set B ...................................................................................................................... 401
Blocks ...................................................................................................................................................................... 401
Converting Strings to Blocks with getBlocksFromText() ............................................................................. 404
The encode() String Method and the Bytes Data Type ....................................................................................... 405
The bytes() Function and decode() Bytes Method ........................................................................................ 405
Practice Exercises, Chapter 24, Set C ...................................................................................................................... 406
Back to the Code ...................................................................................................................................................... 406
The min() and max() Functions .......................................................................................................................... 407
The insert() List Method................................................................................................................................... 410
The Mathematics of RSA Encrypting and Decrypting ............................................................................................. 411
The pow() Function ............................................................................................................................................... 411
Reading in the Public & Private Keys from their Key Files ..................................................................................... 413
The Full RSA Encryption Process ........................................................................................................................... 413
The Full RSA Decryption Process ........................................................................................................................... 416
Practice Exercises, Chapter 24, Set D ...................................................................................................................... 418
Why Can’t We Hack the RSA Cipher ...................................................................................................................... 418
Summary .................................................................................................................................................................. 420
About the Author .................................................................................................................. 422
Chapter 1 – Making Paper Cryptography Tools 1
MAKING PAPER
CRYPTOGRAPHY TOOLS
Topics Covered In This Chapter:
What is cryptography?
Codes and ciphers
The Caesar cipher
Cipher wheels
St. Cyr slides
Doing cryptography with paper and pencil
“Double strength” encryption
Anonymous
2 http://inventwithpython.com/hacking
What is Cryptography?
Look at the following two pieces of text:
The text on the left side is a secret message. The message has been encrypted, or turned into a
secret code. It will be completely unreadable to anyone who doesn’t know how to decrypt it
(that is, turn it back into the plain English message.) This book will teach you how to encrypt and
decrypt messages.
The message on the right is just random gibberish with no hidden meaning whatsoever.
Encrypting your written messages is one way to keep them secret from other people, even if they
get their hands on the encrypted message itself. It will look exactly like random nonsense.
Cryptography is the science of using secret codes. A cryptographer is someone who uses and
studies secret codes. This book will teach you what you need to know to become a cryptographer.
Of course, these secret messages don’t always stay secret. A cryptanalyst is someone who can
hack secret codes and read other people’s encrypted messages. Cryptanalysts are also called code
breakers or hackers. This book will also teach you what you need to know to become a
cryptanalyst. Unfortunately the type of hacking you learn in this book isn’t dangerous enough to
get you in trouble with the law. (I mean, fortunately.)
Spies, soldiers, hackers, pirates, royalty, merchants, tyrants, political activists, Internet shoppers,
and anyone who has ever needed to share secrets with trusted friends have relied on cryptography
to make sure their secrets stay secret.
Codes are made to be understandable and publicly available. Anyone should be able to look
up what a code’s symbols mean to decode an encoded message.
Let’s learn a cipher called the Caesar cipher. This cipher was used by Julius Caesar two thousand
years ago. The good news is that it is simple and easy to learn. The bad news is that because it is
so simple, it is also easy for a cryptanalyst to break it. But we can use it as a simple learning
exercise. More information about the Caesar cipher is given on Wikipedia:
http://en.wikipedia.org/wiki/Caesar_cipher.
To convert plaintext to ciphertext using the Caesar cipher, we will create something called a
cipher wheel (also called a cipher disk). You can either photocopy the cipher wheel that
appears in this book, or print out the one from http://invpy.com/cipherwheel. Cut out the two
circles and lay them on top of each other like in Figure 1-8.
Figure 1-6. Cutting out Figure 1-7. The cut-out circles. Figure 1-8. The
the cipher wheel completed cipher
circles. wheel.
After you cut out the circles, place the smaller one in the middle of the larger one. Put a pin or
brad through the center of both circles so you can spin them around in place. You now have a tool
for creating secret messages with the Caesar cipher.
The encryption key is the secret to encrypting or decrypting the message. Anyone who reads this
book can learn about the Caesar cipher, just like anyone who reads a book about locks can learn
how a door lock works. But like a regular lock and key, unless they have the encryption key, they
will not be able to unlock (that is, decrypt) the secret encrypted message. In Figure 1-9, the outer
circle’s A is over the inner circle’s number 8. That means we will be using the key 8 to encrypt
our message. The Caesar cipher uses the keys from 0 to 25. Let’s use the key 8 for our example.
Keep the encryption key a secret; the ciphertext can be read by anyone who knows that the
message was encrypted with key 8.
T H E S E C R E T P A S S W O R D
↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓
B P M A M K Z M B X I A A E W Z L
I S R O S E B U D .
↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓
Q A Z W A M J C L .
For each letter in our message, we will find where it is in the outer circle and replace it with the
lined-up letter in the inner circle. The first letter in our message is T (the first “T” in “The
secret…”), so we find the letter T in the outer circle, and then find the lined-up letter in the inner
circle. This letter is B, so in our secret message we will always replace T’s with B’s. (If we were
using some other encryption key besides 8, then the T’s in our plaintext would be replaced with a
different letter.)
The next letter in our message is H, which turns into P. The letter E turns into M. When we have
encrypted the entire message, the message has transformed from “The secret password is
Rosebud.” to “Bpm amkzmb xiaaewzl qa Zwamjcl.” Now you can send this message to someone
(or keep it written down for yourself) and nobody will be able to read it unless you tell them the
secret encryption key (the number 8).
Line up the letter A on the outer circle (the one with the dot below it) over the letter on the inner
circle that has the number 15 (which is the letter P). The first letter in the secret message is I, so
we find I on the inner circle and look at the letter next to it on the outer circle, which is T. The W
in the ciphertext will decrypt to the letter H. One by one, we can decrypt each letter in the
ciphertext back to the plaintext, “The new password is Swordfish.”
I W T C T L E P H H L D G S
↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓
T H E N E W P A S S W O R D
X H H L D G S U X H W .
↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓ ↓
I S S W O R D F I S H .
If we use an incorrect key like 16 instead of the correct key 15, the decrypted message is “Sgd
mdv ozrrvnqc hr Rvnqcehrg.” This plaintext doesn’t look plain at all. Unless the correct key is
used, the decrypted message will never be understandable English.
10 http://inventwithpython.com/hacking
Photocopy the image of the St. Cyr slide on the following page (or
print it out from http://invpy.com/stcyrslide) and cut out the three
strips.
Tape the two alphabet strips together, with the black box A next to
the white box Z on the other strip. Cut out the slits on either side of
the main slide box so that the taped-together strip can feed through
it. It should look like this:
The two slits on the larger box will hide any extra letters so that
you only see one of each letter on the slide for any key.
The benefit of the St. Cyr slide is that it might be easier to find the
letters you are looking for, since they are all in a straight line and
will never be upside down like they sometimes are on the cipher
wheel.
Write out the letters of the alphabet from A to Z with the numbers from 0 to 25 under each letter.
0 goes underneath the A, 1 goes under the B, and so on until 25 is under Z. (There are 26 letters
in the alphabet, but our numbers only go up to 25 because we started at 0, not 1.) It will end up
looking something like this:
A B C D E F G H I J K L M
0 1 2 3 4 5 6 7 8 9 10 11 12
N O P Q R S T U V W X Y Z
13 14 15 16 17 18 19 20 21 22 23 24 25
With the above letters-to-numbers code, we can use numbers to represent letters. This is a very
powerful concept, because math uses numbers. Now we have a way to do math on letters.
Now to encrypt we find the number under the letter we wish to encrypt and add the key number
to it. This sum will be the number under the encrypted letter. For example, we encrypt, “Hello.
How are you?” with the key 13. First we find the number under the H, which is 7. Then we add
the key to this number. 7 + 13 = 20. The number 20 is under the letter U, which means the letter
H encrypts to the letter U. To encrypt the letter E, we add the 4 under E to 13 to get 17. The
number above 17 is R, so E gets encrypted to R. And so on.
This works fine until we get to the letter O. The number under O is 14. But when we add 14 + 13
we get 27. But our list of numbers only goes up to 25. If the sum of the letter’s number and the
12 http://inventwithpython.com/hacking
key is 26 or more, we should subtract 26 from it. So 27 – 26 is 1. The letter above the number 1 is
B. So the letter O encrypts to the letter B when we are using the key 13. One by one, we can then
encrypt the letters in, “Hello. How are you?” to “Uryyb. Ubj ner lbh?”
5. Find the letter for the number you’ve calculated. This is the ciphertext letter.
Look at the following table to see how this is done with each letter in “Hello. How are you?” with
key 13. Each column shows the steps for turning the plaintext letter on the left to the ciphertext
letter on the right.
Table 1-1. The steps to encrypt “Hello. How are you?” with paper and pencil.
Plaintext Plaintext + Key Result Subtract Result Ciphertext
Letter Number 26? Letter
H 7 + 13 = 20 = 20 20 = U
E 4 + 13 = 17 = 17 17 = R
L 11 + 13 = 24 = 24 24 = Y
L 11 + 13 = 24 = 24 24 = Y
O 14 + 13 = 27 - 26 =1 1=B
H 7 + 13 = 20 = 20 20 = U
O 14 + 13 = 27 - 26 =1 1=B
W 22 + 13 = 35 - 26 =9 9=J
A 0 + 13 = 13 = 13 13 = N
R 17 + 13 = 30 - 26 =4 4=E
E 4 + 13 = 17 = 17 17 = R
Y 24 + 13 = 37 - 26 = 11 11 = L
O 14 + 13 = 27 - 26 =1 1=B
U 20 + 13 = 33 - 26 =7 7=H
To decrypt, you will have to understand what negative numbers are. If you don’t know how to
add and subtract with negative numbers, there is a tutorial on it here: http://invpy.com/neg.
To decrypt, subtract the key instead of adding it. For the ciphertext letter B, the number is 1.
Subtract 1 – 13 to get -12. Like our “subtract 26” rule for encrypting, when we are decrypting and
the result is less than 0, we have an “add 26” rule. -12 + 26 is 14. So the ciphertext letter B
decrypts back to letter O.
Table 1-2. The steps to decrypt the ciphertext with paper and pencil.
Ciphertext Ciphertext - Key Result Add Result Plaintext
Letter Number 26? Letter
U 20 - 13 =7 =7 7=H
R 17 - 13 =4 =4 4=E
Y 24 - 13 = 11 = 11 11 = L
Y 24 - 13 = 11 = 11 11 = L
B 1 - 13 = -12 + 26 = 14 14 = O
U 20 - 13 =7 =7 7=H
B 1 - 13 = -12 + 26 = 14 14 = O
J 9 - 13 = -4 + 26 = 22 22 = W
N 13 - 13 =0 =0 0=A
E 4 - 13 = -9 + 26 = 17 17 = R
R 17 - 13 =4 =4 4=E
L 11 - 13 = -2 + 26 = 24 24 = Y
B 1 - 13 = -12 + 26 = 14 14 = O
H 7 - 13 = -6 + 26 = 20 20 = U
As you can see, we don’t need an actual cipher wheel to do the Caesar cipher. If you memorize
the numbers and letters, then you don’t even need to write out the alphabet with the numbers
under them. You could just do some simple math in your head and write out secret messages.
Double-Strength Encryption?
You might think that encrypting a message twice with two different keys would double the
strength of our encryption. But this turns out not to be the case with the Caesar cipher (and most
other ciphers). Let’s try double-encrypting a message to see why.
14 http://inventwithpython.com/hacking
If we encrypt the word “KITTEN” with the key 3, the resulting cipher text would be
“NLWWHQ”. If we encrypt the word “NLWWHQ” with the key 4, the resulting cipher text of
that would be “RPAALU”. But this is exactly the same as if we had encrypted the word
“KITTEN” once with a key of 7. Our “double” encryption is the same as normal encryption, so it
isn’t any stronger.
The reason is that when we encrypt with the key 3, we are adding 3 to plaintext letter’s number.
Then when we encrypt with the key 4, we are adding 4 to the plaintext letter’s number. But
adding 3 and then adding 4 is the exact same thing as adding 7. Encrypting twice with keys 3 and
4 is the same as encrypting once with the key 7.
For most encryption ciphers, encrypting more than once does not provide additional
strength to the cipher. In fact, if you encrypt some plaintext with two keys that add up to 26, the
ciphertext you end up with will be the same as the original plaintext!
Figure 1-13. American Civil War Union Cipher Disk at the National Cryptologic Museum.
If you had a very long message that you wanted to encrypt (say, an entire book) it would take you
days or weeks to encrypt it all by hand. This is how programming can help. A computer could do
the work for a large amount of text in less than a second! But we need to learn how to instruct
(that is, program) the computer to do the same steps we just did.
We will have to be able to speak a language the computer can understand. Fortunately, learning a
programming language isn’t nearly as hard as learning a foreign language like Japanese or
Spanish. You don’t even need to know much math besides addition, subtraction, and
multiplication. You just need to download some free software called Python, which we will cover
in the next chapter.
16 http://inventwithpython.com/hacking
INSTALLING PYTHON
Topics Covered In This Chapter:
Downloading and installing Python
Downloading the Pyperclip module
How to start IDLE
Formatting used in this book
Copying and pasting text
The content of this chapter is very similar to the first chapter of Invent Your Own Computer
Games with Python. If you have already read that book or have already installed Python, you only
need to read the “Downloading pyperclip.py” section in this chapter.
Because we’ll be writing our programs in the Python language we need to download Python from
the official website of the Python programming language, http://www.python.org. The installation
is a little different depending on if your computer’s operating system is Windows, OS X, or a
Linux distribution such as Ubuntu. You can also find videos of people installing the Python
software online at http://invpy.com/installing.
Important Note! Be sure to install Python 3, and not Python 2. The programs in this book use
Python 3, and you’ll get errors if you try to run them with Python 2. It is so important, I am
adding a cartoon penguin telling you to install Python 3 so that you do not miss this message:
Figure 2-1. “Be sure to install Python 3, not Python 2!”, says the incongruous penguin.
Windows Instructions
There is a list of links on the left side of the web page at http://www.python.org. Click on the
Download link to go to the download page, then look for the file called Python 3.3.0 Windows
Installer (“Windows binary — does not include source”) and click on its link to download Python
for Windows. (If there is a newer version than Python 3.3.0, you can download that one.)
Double-click on the python-3.3.0.msi file that you’ve just downloaded to start the Python
installer. (If it doesn’t start, try right-clicking the file and choosing Install.) Once the installer
starts up, click the Next button and accept the choices in the installer as you go. There’s no need
to make any changes. When the installer is finished, click Finish.
18 http://inventwithpython.com/hacking
OS X Instructions
The installation for OS X is similar. Instead of downloading the .msi file from the Python
website, download the .dmg Mac Installer Disk Image file instead. The link to this file will look
something like “Python 3.3.0 Mac OS X” on the “Download Python Software” web page.
You also need to install the IDLE software. From the terminal, type in sudo apt-get
install idle3. You will also need the root password to install IDLE.
Downloading pyperclip.py
Almost every program in this book uses a custom module I wrote called pyperclip.py. This
module provides functions for letting your program copy and paste text to the clipboard. This
module does not come with Python, but you can download it from: http://invpy.com/pyperclip.py
This file must be in the same folder as the Python program files that you type. (A folder is also
called a directory.) Otherwise you will see this error message when you try to run your program:
Starting IDLE
We will be using the IDLE software to type in our programs and run them. IDLE stands for
Interactive DeveLopment Environment. While Python is the software that interprets and runs
your Python programs, the IDLE software is what you type your programs in.
If your operating system is Windows XP, you should be able to run Python by clicking the Start
button, then selecting Programs ► Python 3.3 ► IDLE (Python GUI). For Windows Vista or
Windows 7, click the Windows button in the lower left corner, type “IDLE” and select “IDLE
(Python GUI)”.
If your operating system is Max OS X, start IDLE by opening the Finder window and clicking on
Applications, then click Python 3.3, then click the IDLE icon.
If your operating system is Ubuntu or Linux, start IDLE by clicking Applications ► Accessories
► Terminal and then type idle3. You may also be able to click on Applications at the top of
the screen, and then select Programming and then IDLE 3.
Figure 2-2. IDLE running on Windows (left), OS X (center), and Ubuntu Linux (right).
The window that appears will be mostly blank except for text that looks something like this:
The window that appears when you first run IDLE is called the interactive shell. A shell is a
program that lets you type instructions into the computer. The Python shell lets you type Python
instructions in and then sends these instructions to the Python interpreter software to run. We can
type Python instructions into the shell and, because the shell is interactive, the computer will read
our instructions and perform them immediately.
As you read through this book, type the source code from this book into IDLE yourself. But you
can also download the source code files from this book’s website. Go to the web site
http://invpy.com/hackingsource and follow the instructions to download the source code files.
In general, you should read this book from front to back. The programming concepts build on
the previous chapters. However, Python is such a readable language that after the first few
chapters you can probably piece together what the code does. If you jump ahead and feel lost, try
20 http://inventwithpython.com/hacking
going back to the previous chapters. Or email your programming questions to the author at
al@inventwithpython.com.
…then you do not need to type the “1.” on the left side, or the space that immediately follows it.
Just type it like this:
Those numbers are only used so that this book can refer to specific lines in the code. They are not
a part of the actual program. Aside from the line numbers, be sure to enter the code exactly as it
appears. This includes the letter casing. In Python, HELLO and hello and Hello could refer to
three different things.
Notice that some of the lines don’t begin at the leftmost edge of the page, but are indented by four
or eight spaces. Be sure to put in the correct number of spaces at the start of each line. (Since each
character in IDLE is the same width, you can count the number of spaces by counting the number
of characters above or below the line you’re looking at.)
For example, you can see that the second line is indented by four spaces because the four
characters (“whil”) on the line above are over the indented space. The third line is indented by
another four spaces (the four characters “if n” are above the third line’s indented space):
Then from her mouth the gobbet she does take, xxxix
The which whyleare she was so greedily
Deuouring, euen that halfe-gnawen snake,
And at him throwes it most despightfully.
The cursed Serpent, though she hungrily
Earst chawd thereon, yet was not all so dead,
But that some life remayned secretly,
And as he past afore withouten dread,
Bit him behind, that long the marke was to be read.
Contayning
OR
OF COVRTESIE.
he waies, through which my weary steps I guyde, i
this delightfull land of Faery,
Are so exceeding spacious and wyde,
And sprinckled with such sweet variety,
Of all that pleasant is to eare or eye,
That I nigh rauisht with rare thoughts delight,
My tedious trauell doe forget thereby;
And when I gin to feele decay of might,
It[398] strength to me supplies, and chears my dulled spright.
FOOTNOTES:
[398] 9 It] tI 1596
[399] iii 5 Since] Sith 1609
[400] vi 9 name] fame edd.
Cant. I.
With that the rest, the which the Castle kept, xxiv
About him flockt, and hard at him did lay;
But he them all from him full lightly swept,
As doth a Steare, in heat of sommers day,[407]
With his long taile the bryzes brush away.
Thence passing forth, into the hall he came,
Where of the Lady selfe in sad dismay
He was ymett, who with vncomely shame
Gan him salute, and fowle vpbrayd with faulty blame.
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