PART III: ORGANIC CHEMISTRY

XI
SECTION I: SINGLE OPTION CORRECT
835. During the preparation of ethane by Kolbe’s electrolytic method using inert electrodes, the pH of the
electrolyte:
(A) increases progressively as the reaction proceeds
(B) decreases progressively as the reaction proceeds
(C) remains constant throughout the reaction
(D) may decrease , if the concentration of the electrolyte is not very high

836. Arrange the following compounds in increasing order of their reactivity towards E 2 elimination with
(CH3)3COK in t-butanol:
(I) PhCHClCH3 (II) PhCH2CH2Cl
(III) CH3COCH2CH2Cl (IV) CH3COCHClCH3
(A) I < II < III < IV (B) III < II < IV < I (C) III < IV < II < I (D) I < IV < II < III

837. Which of the following compound would exhibit aromatic properties:

(A) B–H (B) B–H (C) N–H (D) H–N N–H

838. Which of the following is the enol tautomer of the compound shown?

C–CH2–C
O O

C–CH2–C C–CH=C
(A) (B)
OH O O OH

CH–CH2–CH C–CH2–C
(C) (D)
OH OH OH O

839. Highest heat of combustion is observed in:

(A) n-hexane (B) 2-methylpentane
(C) 3-methylpentane (D) 2,2,3-trimethylbutane

840. Which of the following has highest dipole moment ?

(A) H–F (B)

(C) (D)
841. Which of the following reactions involves a carbene reaction intermediate?

(A) aq. NaOH O

   

EtOH
(B) (CH3)3CBr  
 (CH3)3COC2H5
hv
(C) CH4 + 4Cl 2  CCl 4 + 4HCl

H3C CH3 CBr

( CH ) COK
(D) C=C + CHBr3  3  3
 (CH3)2C—C(CH3)2
H3C CH3 (CH 3 ) 3 COH

842. Which of the following is the most stabilized carbocation?

OMe OMe

(A) (B)

OMe OMe

(C) (D)

843. Sodium formate on Kolbe’s electrolysis, the products liberated at anode and cathode respectively
are A and B.
(A) A =CO 2 B = H2 (B) A = H2 B = CO 2
(C) A =H2 B = H2 (D) A = CO 2 B = CO 2

844. How many stereoisomers are possible for the following molecule?
H
CHCH=CHCOOH
H3C
(A) 1 (B) 2 (C) 3 (D) 5

845. Kolbe's synthesis of 2, 2-dimethyl propanoic acid gives the following major product(s) at anode.
(A) isoctane (B) isobutene & isobutane
(C) 2, 2, 3, 3-tetramethyl butane (D) hydrogen gas

846. The relative reactivity of 1o : 2o : 3o hydrogens to chlorination is 1 : 3.8 : 5. The percentage of

2 - chlorobutane, formed during the reaction of chlorine and butane.
(A) 72 % (B) 28 % (C) 44 % (D) 33. 3 %
 COOH
NaOH
847.   The product is
CaO
Cl
O
(A) (B)

(C) (D)
Cl OH

NaOH
848. Cl COOH   The major product is
CaO

(A) (B) Cl

(C) Cl COOH (D) Cl Cl

849. Among the following compounds , the one that undergo deprotonation most radily in the presence
of a base to form a carbanion is :

(A) (B)

(C) (D)

850. Increasing bond dissociation energy of the indicated C–H bond:

Hb
Hc

Hd
Ha
(A) c<b<a<d (B) b<a<d<c
(C) b<c<d<a (D) d<c<b<a
581. Which is the most stable resonance form?

OCH3 OCH3
H H H H
(A) (B)
H CH 3 H CH 3
H C(CH 3)3 H C(CH 3)3

OCH3 OCH3
H H H H
(C) (D)
H CH3 H CH3
H C(CH3)3 H C(CH3)3

852. What is the IUPAC name for the compound shown?

O
CHCH2CH2CH
CH(CH3)2
(A) 4-Benzyl-4-isopropylbutanal (B) 4-Isopropyl-4-phenylbutanal
(C) 2-methyl-3-phenylhexanal (D) 5-Methyl-4-phenylhexanal

853. Which one of the amines is the least basic?

(A) CH2N(CH3)2 (B) Cl N(CH3)2

O
(C) H3C N(CH3)2 (D) HC N(CH3)2

854. Give the major product of the following reaction:

AlCl3
major
Cl

(A) (B)

(C) (D)
855. Which of the following are feasible reactions?
(i) HC CH + CH3Li  HC CLi + CH4
(ii) HC CH + NaOH  HC CNa + H2O
(iii) HC CNa + NH3  HC CH + NaNH2
(iv) H2C==CH2 + HC CNa  H2C==CHNa + HC CH
(A) i, ii and iii (B) ii, iii and iv (C) i, iii and iv (D) only i

CH3
(i) O / Ag
856.  2     A. A is
(ii ) CH 3OH / H 

(A) OH H3C (B) OH OCH3

H OCH3 H CH3

(C) OH OCH3 (D) OH H

H3C H H3C OCH3

857. Which of the following method will obtain major yield of coupling product?
CH3 CH3
| |
(A) CH3  CH2 Mg Cl + CH3  C  CH2  Cl  CH3  CH  CH2  CH2  CH3
|
H
CH3 CH3
| |
(B) CH3  CH  CH2  MgCl + CH3  CH2  Cl CH3  CH  CH2  CH2  CH3
CH3 CH3
| |
(C) (CH3  CH2)2 CuLi + CH3  CH  CH2  Cl  CH3  CH  CH2  CH2  CH3

CH3 CH3
| |
(D) (CH3  CH  CH2)2CuLi + CH3  CH2  Cl  CH3  CH  CH2  CH2  CH3

858. Arrange the following reaction in decreasing order of reactivity with NBS/heat:

(1) (2) (3) (4)

(A) 1 > 2 > 3 > 4 (B) 2 > 1 > 3 > 4 (C) 1 > 2 > 4 > 3 (D) 4 > 3 > 2 > 1
859. Which starting material should be used to produce the compound shown below?

H O O
O3
? O
Zn-H2O
O

(A) (B)

(C) (D)

860. Which of the following reagents can be used for the following conversions

C=C–CH2–Br CH2–CH2–CH2–Br

H H
(A) NH2–NH2/H2O2 (B) H2/Pd–C
(C) LiAlH4 (D) Zn-Cu/EtOD

861. Reactivity of F is highest in–

(A) DMF (B) H2O (C) EtOH (D) benzene

862. Which one of the following alkene will react fastest with H 2 under catalytic hydrogenation?
(A) Trans-cyclohexene (B) Cis-cyclohexene

(C) (D)

Mg / Et O
863. Br–CH2–CCH   2 The product is
(A) HCC–CH2–Mg+Br¯ (B) CH3–CC–Mg+Br¯
(C) HCC–CH2–O–Et (D) Both (a) and (b)

SECTION II: MORE THAN ONE OPTION CORRECT

864. Which of the following are aromatic:
2–

(A) (B) (C) (D)

H
H
 Na Et 2O
865.    (major)

(A) (B) (C) (D) none of these

SECTION III: COMPRHENSIONS

ALKANES
COMPREHENSION # 101
Paragraph for Questions Nos. 866 to 868
Alkanes can be prepared by Wurtz reaction, in which, alkyl halides are coupled each other with the help
of metallic sodium is dry ether solvent, to give alkanes.
Na
2 RX 
dry ether
R R
Due to elimination and rearrangement reactions, different byproducts are formed. Unsymmetrical alkanes
can be prepared by this method, but practically it is very difficult to separate the individual alkane from the
mixture of alkanes.
866. Which one of the following is correct for the following dihalide:

X
(A) intramolecular coupling alone take place
(B) extramolecular coupling alone take place
(C) intramolecular coupling dominates extramolecular coupling
(D) extramolecular coupling dominates intramolecular coupling

867. Identify the incorrect statement. In the stoichiometric Wurtz reaction on ethyl chloride.
(A) disproportionation of alkyl carbanion and alkyl halide take place.
(B) some sodium metal remains in the reaction mixture
(C) the byproducts dominate the chief product
(D) inter molecular hydrogenation take place

868. The intermediate in Wurtz reaction is:

(A) Carbanion (B) Carbocation
(C) anion radical (D) organo metallic compound
 COMPREHENSION # 102
Paragraph for Questions Nos. 869 to 871
Wurtz reacton involves the condensation of two molecules of alkyl halides in the presence of sodium
and dry ether R  X  2 Na  X  R 
DryEehter
 R  R  2 NaX
In this reaction small amount of alkene is also formed as by-product.
Na / Dry ehter
CH 3CH 2 Br  CH 3CH 2 Br 
 CH 3  CH 2  CH 2  CH 3  CH 2  CH 2  CH 3  CH 3

By-products
Tertiary alkyl halides do not give Wurtz reaction. Frankland reaction is similar but has similar but has
certain advantages over Wurtz reaction. It is useful in the synthesis of symmetrical alkanes. Frankland
reaction is shown by primary, secondary as well as tertiary alkyl halide.
Answer the following questions
869. Which of the following alkanes is not obtained from Wurtz reaction?
(A) Methane (B) Ethane (C) Propane (D) Butane

870. A mixture of ethyl iodide and methyl iodide is subjected to the Wurtz reaction. The products formed are:
(A) ethane (B) butane (C) propane (D) 2-methylpropane

871. The intermediate compound(s) formed in frankland reaction is/are:

(A) RZnI2 (B) R2Zn (C) RZnI (D) R2ZnI

COMPREHENSION # 103
Paragraph for Questions Nos. 872 to 874
Chlorination on alkanes at below 3000 C
Reactivity order 30  H  20  H  10  H
4.5 : 3.25 : 1
mono chlorination on 2-methyl butane
872. In the above reaction major product is

Cl
A) B) C) D)
Cl
Cl Cl

873. Number of isomers obtained in the above reaction

(A) 4 (B) 3 (C) 6 (D) 5

874. If chlorination takes place at ‘1’ and ‘3’ positions an 2-methyl butane simultaneously then how many
optically active isomers are possible.
(A) 2 (B) 4 (C) 6 (D) 8
 COMPREHENSION # 104
Paragraph for Questions Nos. 875 to 877
Na
R  X  d 
ry ether
 R  R  NaX
Mechanism is uncertain but explained by both ionic and free radical mechanism.
Cl
875. +
Cl Na
 dry 
ether
 product (major)

H
H
A) H B) C) D)

Na
876. CH 3Cl  Cl 
dry ether
A BC
A, B, C are saturated hydrocarbons . Then A, B, C are
(A) Chain isomers (B) Positional isomers
(C) Homologous (D) Diastereomers

877. Which of the following reactant is not suitable for wurtz reaction
Cl Br
Br
Cl
A) B) C) Br D)

COMPREHENSION # 105
Paragraph for Questions Nos. 878 to 880
An alkane (A) molecular formula C6H14 reacts with chlorine in the presence of ultra violet light to yield
three isomeric monochloro derivatives (B) , (C) and (D) . Of these only (C) and (D) undergo
dehydrohalogenation with sodium ethoxide in ethanol to produce an alkene . Moreover (C) and (D)
yields the same alkene (E) (C6H12) . Hydrogenation of (E) produces (A) . Treating (E) with HCl produces
a compound (F) that is an isomer of (B) , (C) and (D) . Treating (F) with Zn and acetic acid gives a
compound (G) , which is isomeric with (A). Propose structures for (A) to (G) .
878. The structure of A is
CH3

(A) CH3–CH2–CH2–CH2–CH2–CH3 (B) CH3–CH–CH 2–CH2–CH3

CH3 CH3 CH3
(C) CH3–C–CH2–CH3 (D) CH3–CH–CH–CH3
CH3
879. The structure of G is
CH3 CH3 CH3

(A) CH3–CH2–CH–CH2–CH3 (B) CH3–CH––CH–CH3

CH3 CH3
(C) CH3–CH–CH 2–CH2–CH3 (D) CH3–C–CH2 –CH3

CH3

880. The compound (F) on treatment with alcoholic KOH, the major product obtained is
(A) 1-hexene (B) 2,3-dimethyl-2-butene
(C) 2,3-dimethyl-1-butene (D) 3-hexene

COMPREHENSION # 106
Paragraph for Questions Nos. 881 to 883
Alkanes are the saturated hydrocarbons. They are represented by a general formula C n H2n + 2 (n = 1,
2.......). They can be synthesized by different methods. One of the important method of formation is
Corey-House synthesis. In this process when alkyl halide is treated with lithium, it forms alkyl lithium.
Alkyl lithium on treatment with cuprous halide the formation of lithium dialkyl cuprate takes place.
When it is treated with another alkyl halide or same alkyl halide, an alkane formation takes place.
The reactions are as follows :
R–X + Li  RLi + LiX
2RLi + CuX  R2CuLi + LiX
R2CuLi + R'X  R–R' + RCu + LiX
Alkane
And in case of Wurtz reaction when alkyl halide (RX) is treated with sodium in presence of dry ether
it gives the formation of alkane.
Dry
2RX + Na 
 R–R + 2NaX.
Ether
881. In Corey house reaction the yield of R–R' by raction of R'–X with R 2CuLi is in the following order
(A) Primary > Secondary > Tertiary (B) Tertiary > Secondary > Primary
(C) Secondary > Primary > Tertiary (D) Secondary > Tertiary > Primary

882. In case of Wurtz reaction which alkyl halide gives maximum yield of alkane?
(A) Isopropyl bromide (B) Methyl bromide
(C) Tert-butyl bromide (D) Ethyl bromide

883. To form the isopentane which of the following alkyl halides should be used in Corey house synthesis
(RX) and (R'X) respectively as shown above :
(A) Both CH3– CH– Br (B) CH3Br and CH3CH2CH2CH2Br

CH3
(C) CH3– CH– Br and CH3Br (D) CH3Br and CH3– CH– CH2Br

CH3 CH3
 COMPREHENSION # 107
Paragraph for Questions Nos. 884 to 886
Two unknown compounds (A & B) have same molecular formula C 4H9Br which give n-butane on
reaction with Zn-Cu/EtOH
884. The compound A on wurtz reaction gives a linear hydrocarbon (X) which on further reaction with
Cr2O3/Al 2O 3 gives an hydrocarbon that has octane number more than 100. The compound is:

CH3
CH3
(A) (B)

CH3 CH3

CH3

(C) (D)

CH3 CH3

LiAlH AlCl KMnO

885. The compound A  
4  C 3  D  4  E. The structure of E is:
H

CH3 CH3

(A) CH3–C–OH (B) CH3–C–CH2–OH

CH3 H
CH3 CH3

(C) CH3–CH2–CH–OH (D) CH3–CH–CH2–CH2–OH

Mg D O
886. The compound B 
 Y 
2
 Z. The compound Z is
Et 2O

CH3 CH3
(A) CH3–C–CH3 (B) CH3–CH–CH2–D

D
(C) CH3–CH2–CH2–CH2–D (D) CH3–CH2– CH –CH3

D
 ALKENES
COMPREHENSION # 108
Paragraph for Questions Nos. 887 to 889

Citral is unsaturated aldehyde found in lemon oil. Fragrance of citral leaves and fruits is due to the
presence of this compound.

CH3
CHO
NH2–NH2/OH/
887. (A) .

CH3 CH3
Citral
The product (A) is :
CH3

(A) CH–CH2–CH2–CH=CH–CH2OH

CH3 CH3

(B) CH3–C=CH–CH2–CH2 –C=CH–CH3

CH3 CH3

(C) CH3–C=CH–CH2–CH2 –C=CH–CH=N–NH2

CH3 CH3

(D) CH3–CH–CH2–CH=CH–C=CH–CH=O

CH3
CHO
H3 O +
888. (B) . The product (B) is :

CH3 CH3
Citral

Me Me Me Me

(A) (B) (C) (D)

H3C OH
C OH
C—OH CH3—C—OH C
H3C H3C CH3 H3C CH3
CH3
 CH3
CHO
KMnO / H 
889.  products .The product(s) is/are :
  4 

CH3 CH3
Citral
O O O
(A) CH3– C –CH2–CH2– C –OH (B) CH3– C –CH3
(C) CO2 (D) All of these

COMPREHENSION # 109
Paragraph for Questions Nos. 890 to 892
Alkenes can be oxidized in the presence of different reagents to give different products. Alkenes on oxida-
tion in presence of silver at high temperature give cyclic ethers, which also can be synthesized by using
per acids Alkenes on reductive ozonolysis give carbonyl compounds in presence of Zinc and H2O2. On
reaction with acidic KMnO4, it also produces corresponding Carbonyl compound. Alkynes can be also
oxidized in presence of such reagents but the products are different.
890. Ethylene on reaction with mCPBA(m-chloro per Benzoic acid) in CH 2 C 2 forms a compound (X), which
on reaction with CH3MgI and subsequent Hydrolysis gives a compound (Y). (X) and (Y) are respectively

(A) OH and (B) CH3 CH3

and
HO O
O
OH

(C) (D) H3C - CHO and H3C CH3

and OH
O H3C

OH

891. An open chain Hydrocarbon (C7H12) on ozonolysis produces propanone ; methanal and 2
– oxo – propanal. The Hydrocabon could be
CH 3
(A) H3C CH2 (B)
CH 3 CH 2

CH3 CH3 CH 3
(C) Either of these (D) CH3 – CH2 COOH
892. A Hydrocarbon (C8H16) on oxidation with a hot acidified solution of KMnO4 forms 2-Butanone and Isobutyric
acid as a product. The Hydrocarbon is

CH3
(A) (CH3)2 C = C (CH2 CH3)2 (B) H3C

CH3
CH3

CH3 CH3
(C) (D) CH3 CH3
H 3C C CH
CH3 CH3 H3C

CH3
COMPREHENSION # 110
Paragraph for Questions Nos. 893 to 895
An alkene (A) on oxidation with K 2Cr2O 7/H2SO 4 gives only two moles of gas (X), which turns lime
water milky.
893. The ‘A’ can be:
(A) H2C=CH2 (B) CH2=CH–CH=CH2

(C) (D) CH2=CH–CH2–CH=CH2

894. ‘B’ that is next homologous of ‘A’. The product/s on oxidation of ‘B’ are:
(A) Acetic acid (B) Acetic acid and formic acid
(C) Acetone and acetic acid (D) Acetic acid/ CO 2

895. The compound ‘C’ is the just higher homologous of ‘B’ but on oxidation does not evolve CO 2. The ‘C’
is
CH3

(A) H3C–CH=CH–CH3 (B) H2C=C–CH3

(C) H2C=CH–CH2–CH3 (D) None of these

COMPREHENSION # 111
Paragraph for Questions Nos. 896 to 898
An unsaturated hydrocarbon A (C 7H12) absorbs 2 molecule of hydrogen when hydrogenated. On
oxidation it gives one molecule each of acetic acid, and acetoacetic acid and on reduction give 2-
methylhexane :
896. The structure of A:
CH2 CH3
(A) CH3—CH2— C— CH2—CH=CH2 (B) CH3—CH= C— CH2—CH=CH2
CH2 CH3
(C) CH3— C— CH2—CH=CH—CH3 (D) CH3—CH= C— CH=CH—CH3
897. The compound A on heating produces a more stable compound:
CH3 CH3
(A) CH3—CH2— C=CH —CH=CH2 (B) CH3—CH= C— CH=CH—CH3
CH2 CH3
(C) CH3–C–CH=CH–CH2–CH3 (D) CH3–C=CH–CH=CH–CH3

898. The A on Birch Reduction with Na/Lq.NH3 gives:

CH3 CH3
(A) CH3—CH2— CH— CH2—CH=CH2 (B) CH3—CH= C— CH2—CH2—CH3
CH3 CH3
(C) CH3— CH— CH2—CH=CH—CH3 (D) CH3—CH2— CH —CH2—CH2—CH3

COMPREHENSION # 112
Paragraph for Questions Nos. 899 to 901

Dehydrobromination of (A) & (B) gives same alkene (C). Alkene (C) can regenerate (A) & (B) by the
addition of HBr in presence & absence of peroxide respectively. 1, 1 – diphenyl ethane is obtained on
reaction of (C) with benzene in the presence of H+ ions.

899. Compound ‘A’ & ‘B’ are

(A) H H
C  C  CH 3 CH 2  CH  Br  CH 3
A: B:
Br H

Br
( B) Br
A: B:

Br
( C)
CH 2  CH 2  Br CH  CH 3
A: B:

(D) None

900. Hydrolysis of (A) & (B) gives isomeric products (D) & (E). Which of the following statement for D & E is not
true ?
(A) Both D & E gives iodoform test
(B) Both D & E gives same alkene upon dehydration
(C) Both D & E reacts with NaOH
(D) None of these

901. A when treated with NBS & then with NaNH2 gives (X), when (X) is reacted with H2O / H+ it gives :-
(A) Phenol (B) Acetophenone (C) Benzoic acid (D) None of these
SECTION IV: MATCH THE FOLLOWING
902. Match the reactions with their mechanism types

List - I List - II

(a) CH3COCl + NaOH 25°C (P) SN1 reaction

(b) HO H NaOH/
H
(Q) E2 reaction
Br

CH3 H
(c)
C – CHI + CH3CH2ONa (R) SN2 (NGP)
|
CH3 CH3

CH3 Br
-
(d) OH / H2O
(S) SN (tetrahedral
2

25°C
intermediate)

Ans. aS bR cQ dP

903. Match the following compounds.
904. Match the following :
Identify the relationship between following pairs and match for the correct option in next column.

CH3
CH3 NH
C=N
(a) & C=N (P) Functional
H NH
H

Br Br
Br Br
(b) H & H (Q) Position
H H

COOCH3
H
CH3O
H H
(c) & (R) Geometrical
COOH
H
OH

CH3 OC2H5 CH3CH2 H

C=C C=C
(d) & (S) Metamers
H H H OCH3
905. Match the following
Column I Column II

CH3 H
D H D OH
(P) Configurational
(a) & Diastereomer
H D CH3 D
OH H

NHCH3 CH3
H CH3 H H
(b) & (Q) Homologs

CH3 H H NCH3
H |
CH3
CH3

COOCH3 CH3
CH3 H H CH3
(c) & (R) Configurational
H H OCOCH3 Enanatiomer
CH3
CH3 CH3

COOH COOH
H OH HO COOH (S) Metamers
(d) &
H OH HO H
COOH H
906.

Column - I Column - II

Cl Br Br Cl
(P) Optical isomers
(a) & only

CH3 CH3

CH3 CH3

H CH3 H H
H H (Q) identical
(b) &
CH3 H CH3 CH3

CH3 CH3
& (R) Geometrical
(c) C=C=C=C=C=C isomers only
H H

CH3 H
C=C=C=C=C=C
H CH3

COOH H COOH CH3

(S) Both optical and
(d) H 3C
H OH CH3 & H3C
H OH H
geometrical

H H H H
Match the following
907. Match the relationship and properties of the compounds of different pairs given in column I. Only
one option of ' I' matches with one option of II and III.

907. Nature of mechanism in terms of unknown A, B, C, D

Column I Column II
A
(a) CH3Cl  CH3OH (P) S N1
B
(b) (CH3)3CCl  (CH3)3C–OH (Q) E2

C
(c) CH3–CH–CH2–CH2  CH3–C=CH–CH3 (R) SN2

CH3 Br CH3

CH3
D
(d) CH3–CH–CH2–CH2  CH–CH=CH2 (S) E1

CH3 Br CH3
XII:
SECTION I: SINGLE OPTION CORRECT
908. A basic substance, A(C7H9N), reacts with sodium nitrite and hydrochloric acid at 0ºC to give a salt, B
(C7H7ClN2). When a solution of B in dilute hydrochloric acid was heated with aqueous copper (I)
cyanide and potassium cyanide, a product was obtained which upon complete hydrolysis gave an
acid, C(C8H8O2). This acid could be oxidized to another acid which, on heating, formed an anhydride,
D(C8H4O 3). Compound A is:
(A) benzylamine (B) p-toluidine
(C) mono-methylaniline (D) o-toludine

909. Vinyl methyl ether reacts with Cl 2 water. The main product obtained in this reaction is
(A) CH2–CH–OCH3 (B) ClCH2–CHO

OH Cl
(C) CH2–CH–OCH3 (D) CH3–CHO
O
910. Which molecule will give the following decarboxylic acid upon treatment with acidic solution of KMnO4?
O

HOOC CH2COOH
O

(A) (B)

(C) (D)

911. The reaction conditions leading to best yields of Br  CH2  CH = CH2 is :

h
(A) CH3  CH = CH2 + Br2 CCl 4  

h
(B) CH3  CH = CH2 + Br2   

vapourphase
high temp.
(C) CH3  CH = CH2 + Br2  
vapour phase
Fe
(D) CH3  CH = CH2 + Br2 CCl 4 
912. When treated with acid, the strained ether shown below is protonated on oxygen, and ring opens to
give a resonance-stabilized carbocation. Which diene listed below when treated with acid will give
the same carbocation.
O

HO HO
HO HO
(A) (B) (C) (D)

913. What is the product of the following sequence of reaction?

NaNH2/NH3 H2/Pd/BaSO4 BH3/H2O2 /NaOH

HO OH HO OH
OH OH OH
(A) (B)

HO OH OH HO OH OH OH
(C) (D)

914. Which of the following compounds was the starting material for the oxidation shown below?

O
O
KMnO4/H+ HO OH + CO2
?
OH

(A) (B)

(C) (D)
915. What is the final product of the following reaction?

Excess KMnO4
H+
O O O O
OH OH
(A) (B)
O O O O
O O O O
OH OH
(C) (D) H
O O O O

916. The major product on debromination of 1, 2, 3  Tri bromopropane with alcoholic KOH is :
(A) CH2 = C  CH2 (B) CH = CH  CH2
| | | |
Br Br Br Br
(C) CH2 = C = CH  Br (D) CH2  CH  CH2
| | |
OH OH OH

917. CH3O + CH2 = CH COOC2H5 

 The major product is:

(A) (B)

(C) (D)
 CH3
(i) O / Ag
918.  2     A. A is
(ii ) CH 3OH / H 

(A) OH H3C (B) OH OCH3

H OCH3 H CH3

(C) OH OCH3 (D) OH H

H3C H H3C OCH3

OH
CH–CH2–Br alc. KOH
919.    The product is

O OH
C–CH3 C=CH2
(A) (B)

CH–CH2 CH–CH2
(C) (D)
O OH OH

920. Consider the following reaction of 1-methyl cyclohexene with NBS. Four likely products of the reaction
are shown below. One of the likely products is not shown, however.

Which of the following is the missing product?

Br Br Br
(A) (B) (C) (D)

Br Br
921. Compound X on catalytic hydrogenation gives 2,6-dimethyloctane. On ozonolysis followed by treatment
with Zn–H2O, X yields formaldehyde, acetone and a dialdehyde shown below. The most likely structure
of starting compound X is:
O
H H

O O

(A) (B)

(C) (D)

922. Select the best starting material for the following reaction:

H
H
O3/Zn-H2O
?
O

O H

(A) (B)

H
H

(C) (D)

H
923. When 2-bromo-2, 3-dimethylbutane reacts with any of the bases shown below under E 2 conditions,
two alkenes are produced: 2,3-dimethyl-1-butene and 2,3-dimethyl-2-butene. Which one of the above
base would produce the highest yield of 2,3-dimethyl-butene?

ONa
ONa
(A) CH3CH2ONa (B) (C) (D)
ONa

924. Which will be the major product of the following:

NaOH

Ph TsO Ph Ph H3 C Ph
(A) (B) (C) (D)
Cl H3 C H H3C Cl Cl
H
925. Give the major product of the following reaction:

OH
MnO2
Major product

OH

O OH OH O
OH
(A) (B) (C) (D)
OH
OH OH O O

926. If the following C labelled compound undergo the following reaction, which product would be obtained.

One mole of KCN

EtOH
13
C O
(A) HO Cl (B) 13 CN
C
CN
13
C
(C) CN Cl (D)
OH

927. What is the major product from the following reaction?

COOH
One mole of NaOH
HOCH2—CH
H—N—H
Cl–
H

COO– COOH
(A) HOCH2—CH (B) HOCH2—CH
H—N—H H—N
Cl–
H H

COOH COO–

(C) –OCH —CH (D)

–OCH —CH
2 2

H—N—H H—N—H
Cl–
H H Cl–
928. Which of the following is (are) not a feasible Grignard synthesis:
OH
H O
(i) CH3CH2COOCH3 + CH3MgBr 3 


OH

HO
(ii) HC C—CH2CHO + CH3MgBr 3 
 HC C––CH2 CHCH3

H O
(iii) CH3CH CH2CHO + CH3MgBr 3
 CH3CHCH2CHCH3

Cl Cl OH

HO
(iv) + CH3MgBr 3 
 CH3CH2CH2OH
O
(A) (i), (ii) (B) (i), (iii) (C) (ii), (iii) and (iv) (D) (ii) and (iii)

929. A compound X(C7H8O) is is insoluble in water, dilute HCl and aqueous NaHCO 3 but dissolve in dilute
NaOH. When X is treated with bromine-water, it is converted into a compuond of formula, C 7H5OBr3.
Compund X is:

OMe OH OH OH
CH3
(A) (B) (C) (D)
CH3
CH3

CHO
H
930.  Major

OH
OH
CHO CHO CHO
O
(A) (B) (C) (D)

931. When 1,3,9-tribromo-9-methyl-5-decanol is treated with a strong base, the major product will be?
Br Br
(A) (B)
O Br Br O

Br
(C) O (D) None
Br
932. What is the product, C of the following sequence of reactions?
O OH
H + HO H CH3MgBr H3O+
CH3 A B C
O
OH OH OH OH
(A) (B)

OH OH
(C) CHO (D)
OH

933. Give the major product of the following reaction:

H PO
3 4 

(A) (B)

(C) (D)

934. Give the major product of the following reaction:

OH
BF3
+
OH

(A) OH (B)

(C) (D)

935. Which of the following reagent should not be used for the following conversion

HO CH2–CH2–Cl HO CH2–CH2–Cl
(A) Zn–Hg/HCl (B) NH2–NH2/OH¯
(C) P + HI (D) All of these
936. Give the major product of the following reaction:

SO3

PCl
5  Major product

SO2Cl SO3H SO2 SO3H

(A) (B) (C) (D)

Cl
Cl Cl
937. Give the major product of the following reaction:
COOPh

Br , FeBr
2 3  Major product

COOPh COOPh COOPh OCOPh

Br
(A) (B) (C) (D)
Br
Br Br

938. Give the major product from the following reaction sequence:
CH 3 I HNO Zn ( Hg ), HCl CH 3 COCl
  3       
OH     major product
NaOH H 2SO 4

H OMe
N CH3
(A) (B)
O
HN

O CH3

OH
NO2 OCOCH3
(C) (D)
H3C
CH3 NO2
 Ph H KNH
939. C=C  2  X
Ph Br
O
Ph
(A) CH–C–H (B) Ph–CC–Ph
Ph
Ph H Ph Ph
(C) C=C (D) C=C
Ph OH H Br

O
 e
940. O + EtOH ?  ? The final proudct is:

O
O O O
(A) EtO– C –CH2–CH2–CH2–CH2– C –OEt (B) EtO– C –CH2–CH2–CH2–CH2–COOH
(C) CH2=CH2 (D) EtO= C –CH2–CH2– C –OEt
|| ||
O O

941. Rank the following compunds in decreasing order of reactivity in electrophilic aromatic substitution
reaction:–
O
O O
(I) (II) (III) (IV)
N
H
(A) IV > I > III > II (B) III > I > IV > II
(C) I > III > IV > II (D) III > II > I > IV

942. Increasing rate of reaction in a Diels-Alder reaction

O O
(CH 3)2N O
(i) (ii) (iii) CH3O (iv)
CH3
(A) iii < ii < iv < i (B) ii < i < iv < iii (C) i < iv < iii < ii (D) iv < iii < ii < i
943. What is compound Z?

NBS NaOCH 2CH 3 NBS Br2

CH(CH3)2    W     X     Y  Z
light , heat ethanol, heat Light , heat CCl 4
CHBr CBr2
(A) C (B) C
CH2Br CH2Br

CH2Br CHBr2
(C) CBr (D) CBr
CH2Br CH2Br

944. Which reagent is best suited for step 1 in the synthesis shown?
Step 1 Step 2
compound X compound Y

OH
1. NaNO 2 ,H 2SO 4
1. Fe, HCl H O, 0 5º C
   2    
2.NaOH 2. H 2O, Heat
C(CH3)2
(A) A mixture of HNO3 and H2SO 4
(B) (CH3)3CCl, AlCl3
(C) Br2, FeBr3
(D) N-bromosuccinimide, benzoyl peroxide, CCl 4, heat

945. What is the product of the following intramolecular aldol condensation reaction?
O
H KOH.CH 3 OH
H      
heat
O
O O CHO CHO
(A) (B) (C) (D)

946. Which one of the following reacts with ammonia at the fastest rate?

(A) (B) (C) (D)

O O O O O O O
947. What is the major product of the following reaction?
O
NaOC 2 H 5 H O
    ?
 3
O C 2 H 5 OH
O O
(A)
O O
O O
(B) O
O

(C)
COOCH2CH3

(D)
COOCH2CH3

948. Which balanced equation best describes the hydrolysis of the compound shown? The reaction is
carried out at a pH of 2.
O O
(A) CNHCH3 + H2O CNH3 + CH3 OH

O O
(B) CNHCH3 + H2O COH + CH3NH2

O O
(C) CNHCH3 + H2O CO– + CH3NH3

O O
(D) CNHCH3 + H3O+ COH + CH3NH3

949. Which pair of reagents would be used to make the following amine by reductive amination?
H / Pd
? + ? 2  CH3CH2CHCH2NHCH3

CH3
(A) Methylamine and 2-methylbutanoic acid
(B) Methylamine and 2-methylbutanal
(C) Ammonia and 3-methyl-2-pentanone
(D) dimethylamine and 2-butanone
950. Which of the following synthetic routes gives the best yield of meta-bromoaniline starting with
benzene?
Br HNO (1) Sn , HCl
(A) Benzene 
2
  3     
FeBr3 H 2SO 4 (2) NaOH

HNO (1) Sn , HCl Br

(B) Benzene  3
     
2

H 2SO 4 (2) NaOH FeBr3

HNO Br (1) Sn , HCl

(C) Benzene  3
 
2
    
H 2SO 4 FeBr3 (2) NaOH

(1) Sn , HCl HNO Br

(D) Benzene      3  
2

(2) NaOH H 2SO 4 FeBr3

951. Which of the following undergoes electrophilic aromatic substitution at the fastest rate?
O
O O
(A) (B) (C) O (D)

SECTION II: MORE THAN ONE OPTION CORRECT

952. In which of the following compounds formation of diazocompound is not possible
NH2
(A) C6H5NH2 (B) C6H4
CH3
(C) C6H5CH2NH2 (D) C6H5N(CH3)2

953. Diazomethane reacts with

(A) RCOOH (B) RCH2OH in presence of HBF 4
(C) C6H5OH in presence of NaOH (D) Alkenes

954. Which of the following polymers are used as fuels in rocket propellents:
(A) Acrylic rubber (B) Chloroprene (C) Polybutadiene (D) Polyurethane

955. Which of the following carbohydrates on treatment with excess of phenylhydrazine gives same osazone
(A) Glucose (B) nannose (C) fructose (D) Galactose

956. Which are generally used for preparing derivative of aldehydes and ketones.
(A) hydroxylamine hydrochloride (B) 2,4-dinitrophenylhydrazine
(C) Phenylhydrazine hydrochloride (D) hydrogen cyanide

957. P-chloro anilline and anillinium hydrochloride can be distinguished by

(A) Carbylamine test (B) NaHCO3
(C) AgNO3 (D) Sandmeyers reaction

958. A new carbon-carbon bond formation is possible in:

(A) Cannizaro’s reaction (B) Friedel-Crafts alkylation
(C) Clemmenson reduction (D) Riemer Tiemann reaction
959. When methyl Iodide is treated with ammonia, the product obtained is
(A) Methyl amine (B) Dimethyl amine (C) Trimethylamine (D) None

960. Which of the following are hydroxy acids

(A) Lactic acid (B) Tartaric acid (C) Citric acid (D) Succinic acid

961. Carboxylic acids can be directly reduced to primary alcohols by

(A) LiAlH4 (B) Na + C2H5OH (C) NaBH4 (D) H2

962. A mixture of calcium acetate and calcium formate are heated then they yield
(A) Acetone (B) Acetaldehyde (C) formic acid (D) Acetic acid

963. Which will under go aldol condensation?

(A) Acetaldehyde (B) Propanaldehyde
(C) Benzaldehyde (D) Trideutroacetaldehyde

964. For acetone and aldehyde which of the followning statements are true.
(A) Both react with HCN (B) Both gives Iodoform test
(C) Both react with NaOH to give polymer (D) Both can be reduced to alcohols

965. When —O—CH2— treated with HI produces

(A) C6H5CH2I (B) C6H5OH (C) C6H5I (D) C6H5CH2OH

966. Ethyl alcohol on oxidation with K 2Cr2O 7 gives

(A) Formic acid (B) Formaldehyde (C) Acetic acid (D) Acetaldehyde

967. When ethyl bromide reacts with alcoholic AgNO 2 it yields

(A) Ethane (B) Ethene (C) nitroethane (D) Ethylnitrite

968. Which of the following are organo metallic compound?

(A) CHCNa (B) C2H5SNa (C) C2H5MgI (D) C2H5ONa

969. The reaction of the following with I 2/NaOH gives yellow precipitate
(A) ICH2COCH2CH3 (B) CH3COOCOCH3
(C) CH3CONH2 (D) CH3CH(OH)CH2CH3

970. Which of the following will not give a ppt with AgNO 3:
(A) CHCl3 (B) KCl (C) CCl4 (D) H3Cl

SECTION III: COMPRHENSIONS

COMPREHENSION # 113
Paragraph for Questions Nos. 971 to 973
An organic lactum (A) on acid hydrolysis produced B an amino acid. B on treatment with nitrous acid
gives (C). (C) on heating with concentrated H2SO4 produces a lactone (D). (A) can also be synthesized
by the reaction of cyclopentanone with hydroxylamine followed by treatment of product with
concentrated H2SO 4.
971. The structure of lactam is
NH O
NH NH NH
(A) (B) (C) (D)
O O O
972. The lactone (C) on reaction with LiAlH4 gives
(A) 1,6-hexanediol (B) 1,5-pentanediol
(C) 1,4-butanediol (D) 1,7-heptanediol

973. The lactam A upon reaction with LiAlH4. Produces.

NH
NH NH
(A) (B) NH (C) (D)
OH
COMPREHENSION # 114
Paragraph for Questions Nos. 974 to 976
Vanillin (A) C8H8O3 is isolated from vanilla beans, which gives intense blue colour with neutral FeCl 3
and also gives the tollen’s test. It reacts with conc. HBr to give a compound B. One mole of vanillin
gave one mole of AgI with zeise’s methoxy estimations. Compund B on oxidation with Tollen’s reagent
gave catechol and also can be prepared from catechol by Gattermann KOCH reaction.

974. The structure of A is

CHO CHO

(A) (B)

OH OCH3
OH OH

CHO CHO
OCH3
(C) (D)
CH3O OH
OH

975. Compound B on heating with Zinc dust will give ‘X’. ‘X’ is
CHO CHO OH OH
OH OH
(A) (B) (C) (D)

OH

976. In the above question If X reacts with acetic anhydride in presence of CH 3COONa at 180ºC gives.
(A) Cinnamic acid (B) Crotonic acid (C) Pyruvic acid (D) Acetic acid
 COMPREHENSION # 115
Paragraph for Questions Nos. 977 to 979
Limonene (A) is a naturaly occuring hydrocarbon with fragence of lemons. When (A) is hydogenated
over Pd/C it absorbs 2 moles of hydrogen and produce 4-methyl-1-isopropyl cyclohexane. When (A)
is treated with Ozone, followed by reduction two products are isolated i.e. formaldehyd and diketone.
977. The structure of ‘A’ is:

(A) (B)

(C) (D)

978. Identify the diketone,

O O O O

(A) (B)
CHO CHO

O O O

(C) (D)
O

979. The compound A on reaction with OsO 4 gives

OH
HO OH
OH OH
(A) (B)
OH
OH
HO OH
(C) (D)
OH OH
OH
OH
 ALCOHOLS
COMPREHENSION # 116
Paragraph for Questions Nos. 980 to 982
Alcohol and considered as a best starting material far preparing alkyl halides. Most common reagent
used for this are HX, PCl 5, PCl 3, SOCl 2. Among the halogen acid the order of reactivity is HI > HBr >
HCl > HF & for Alcohol 3° > 2° > 1° CH3–OH.
In the case of 1° Alcohol when we use HX rearrangement occurs and mixture of product farm but if we
use PCl 3 or SoCl 2 it occurs v/a SN2.

ZnCl2
980. + HCl   + H2O this reaction occurs
OH Cl
(A) within a minutes (B) when temperature is 0 – 100°c
(C) after 5 minutes (D) Reaction does not take place

981. Which of the following is not true

(A) SOBr2 is less stable and SOI 2 does not exist
(B) In preparing alkyl halide from Alcohol the best method is application of SOCl 2
(C) 3° Alcohal react with HX via SN1 pathway.
(D) optically active alcohal (1°) react with PCl 3 give the racemic mixture

982. R – OH + A  R – Cl
Which of the following should be taken as A to give the highest yield & no separation of product will
required ?
(A) PCl5 (B) PCl3 (C) SOCl2 (D) HCl/ZnCl2

COMPREHENSION # 117
Paragraph for Questions Nos. 983 to 985

CH3
NaBH4
CH3–C = CH2+ Hg(OAc)2– PhOH A B

O2/Ag (1) LiAlH4

C D
(2) H3O+

(1) LiAlH4–AlCl3
E
(2) H3O+
HI
983. The compound B
CH3 I OH
(A) CH3–C–I (B) (C) (D) Both (A) and (C)

CH3
984. The compound D is:
CH3 CH3

(A) CH3–C–OH (B) CH3–CH–CH2–OH

CH3

CH3 CH3 CH3

(C) CH3–C–CH2–OH (D) CH3–CH–CH2–O–CH2–CH–CH3

OH

985. The compound E is:

CH3 CH3

(A) CH3–C–OH (B) CH3–CH–CH2–OH

CH3

CH3 CH3 CH3

(C) CH3–C–CH2–OH (D) CH3–CH–CH2–O–CH2–CH–CH3

OH
 COMPREHENSION # 118
Paragraph for Questions Nos. 986 to 988
Protonation of organic compounds gives a lots of product having great synthetic application. Alcohols,
alkenes and many other groups react with H  ion to give carbocation which may undergo rearrangement
to from stable carbocation. In general the stability of carbocation is 30  20  10

986. H+
OH

Rearranged alkene product after rearrangement at low temperature will be mainly

(A) (B)

(C) (D)

OH O
C–CH3
H+Br–
987.

O O
Br O
C–CH3 C–CH3
(A) (B)
Br
O O
Br
C–CH3 C–CH3

(C) Br (D)
 Ph
H I
988. O 
I
Ph Ph Ph OH
(A) OH (B) I (C) (D) I
I OH OH Ph

SECTION IV: MATCH THE FOLLOWING

989. Match the following :

(I) (II)
Alcohol Water solubility
in g/100 mol

(a) Butan-1-ol (P) 0.6

(a) Pentan-1-ol (Q) 2.7

(c) Hexane-1-ol (R) 9.1

(d) 2-Methyl propan-1-ol (S) 10.0

990. The polarimeter readings in an experiment to measure the rate of inversion of cane suger (1st order
reaction) were as follows
time (min) : 0 30 
angle (degree) : 30 20 – 15
Then match the following :
Column I Column II
(a) The half life of the reaction (i) 131 min.
(b) The solution is optically inactive at (ii) 7.5°
(c) The equimolar mixture of the products (iii) 82.7 min.
(d) The angle at half time (iv) laevorotatory
991. For the following conversions mater with the correct reagent?

OH
OH
(a) (P) [CH3)2CHO]3Al

CHO
R R
(b) C=O CH–OH (Q) KCN/150ºC
R' R'
(c) C6H5N2Cl C6H5CN (R) CHCl3 + NaOH

R R

(d) (S) HCN/CuCN

CN
NO2

992. Match the following column

Column I Column II
CH3
HCHO / H  / H O
(a)      2 (P)

HCl CH2–CH2–CH2–CH2
(b)  (Q)

OH OH
O
Br CH3 CH3
Alc.KOH
(c)    (R) OH
CH2OH
OH
Cl
O
(d) LiAlH (S)
O   4 

OH
993. Match the following
Column I Column II
O
(a) (P) Elbs per sulphate oxidation reaction
O CHO
OH OH
K2S2O8
(b) (Q) Etards reaction
OH , H+
OH
CH3 COOH

(c) CS (R) Gattermann Aldehyde synthesis

+ 2CrO2Cl2 2 

(d) RCONH2 RNH2 (S) Hoffmann’s Bromamide reaction

994. Identify A,B,C,D from P,Q,R,S

A (P) NH4Cl–Cu2Cl2

B
(Q) Cu2Cl2/CH3OH/Pyridine/Air
CHCH
C
CH2=CH–CCH (R) Ni(CN)2
D
CHC–CCH (S) Red hot Fe
995. Match the following question
Column I Column II
OH
CH2OH
CH–CH2 –CH3
(a) (P)

CH=CH–CH3 O
CH2
(b) (Q)

CH=CH2
CH2
(c) (R) O

CH=CH2 Me

(d) (S)

CH=CH2
(T) O

996. Match the following

Column I Column II
(a) CH3–CH=CH–CH2Cl + KOH (aq) major (P) But-2-en-1-ol
(b) CH3– CH– CH=CH2 + Ag2O(Moist)major (Q) But-3-en-2-ol

Cl
(c) C2H5Cl + Ag–O–N=O  major product (R) Ethyl nitrite
(d) C2H5Cl + K–O–N=O  major product (S) Nitro ethane

997. Match the following column

Column I Column II
(a) FeCl3 (P) CH3CHO, CH3COCH3
(b) Fehling’s solution (Q) HCOOH, CH3OH
(c) Aqueous solutions of KOH (R) But-1-yne and But-2-yne
+ dil. HNO 3 + AgNO 3
(d) Aqueous KOH + 4-DNP (S) Benzene and cyclohexene
998. Match the following column
Column I Column II
(a) m-dinitro benzene to m-nitro anilline (P) NaBH4
(b) CH3–CH=CH–CHO
 CH3–CH=CH–COOH (Q) Tollen’s reagent
NaNO  HCl,05º C
(c) C6H5–CH=CH–CHO (R)   2
   
KI
 C6H5CH=CH–CH2OH
NH2 I

(d) (S) (NH4)2S

Br Br

999. Match the following column

Column I Column II

O
O
C COOEt
H2SO4
(a) (P)

COOH
CMe2
OEt
(b) EtOOC(CH2)5COOEt (Q)

O
OH OH
(c) Ph—C—C—Me H SO 4
2   (R)

Ph Me
O
O O OH
OH
(d) + Me — C —Me (S) Ph—C—C—Me

Me
1000. Match the four starting materials (P, Q, R, S) given List – I with reaction schemes (I, II,

III, IV) provided in list II & select the correct answer using the code given below the
lists.
(P) 1. (i) KMnO4 , HO  , heat .
(ii) H  , H 2 O .
(iii) SOCl2 .
(iv) NH 3 .

C7 H 6 N 2 O3
(Q) 2. (i) Sn / HCl .
(ii) CH 3COCl .
(iii) Conc. H 2 SO4 .
(iv) HNO3 .
(v) dil. H 2 SO4 , Heat .
(vi) HO  .

C6 H 6 N 2 O2
(R) 3. (i) Red hot iron, 873 K
(ii) fuming HNO3 , H 2 SO4 , heat .
(iii) H 2 S, NH 3 .
(iv) NaNO2  H 2 SO4 .
(v) Hydrolysis

C6 H 5 NO3
(S) 4. (i) conc. H 2 SO4 , 60C .
(ii) conc. HNO3 , conc. H 2 SO4 .
(iii) dil. H 2 SO4 , heat
 C6 H 5 NO4 .

P Q R S
(A) 1 4 2 3
(B) 3 1 4 2
(C) 3 4 2 1
(D) 4 1 3 2
 JEE ADVANCED REVISION PACKAGE - AnswerKey (CHEMISTRY)
Qs. Ans. Qs. Ans. Qs. Ans. Qs. Ans.
1 D 51 BD 101 A 151 A
2 C 52 AB 102 D 152 D
3 B 53 ABC 103 A 153 A
4 B 54 ABC 104 C 154 A
5 A 55 ABCD 105 C 155 A
6 D 56 C 106 C 156 D
7 B 57 A 107 D 157 A-(R),B-(RS),C-(Q),D-(R)
8 D 58 A 108 D 158 500
9 D 59 C 109 A 159 70
10 B 60 D 110 B 160 3233
11 B 61 B 111 D 161 4800
12 A 62 A 112 B 162 300
13 D 63 D 113 A 163 5
14 D 64 B 114 C 164 81
15 C 65 A 115 B 165 9
16 C 66 D 116 A 166 2.62,3.38
17 A 67 D 117 C 167 5
18 A 68 D 118 C 168 35
19 C 69 A 119 A 169 4
20 D 70 B 120 B 170 7519
21 B 71 A 121 B 171 9.81014 Hz
22 D 72 D 122 A 172 3
23 A 73 B 123 A 173 4247
24 D 74 A 124 C 174 32.24
25 C 75 B 125 C 175 1
26 B 76 A 126 A 176 390
27 ABC 77 B 127 A 177 120
28 AD 78 A 128 C 178 1033
29 ABCD 79 D 129 D 179 75
30 BCD 80 A 130 A 180 8349
31 ABC 81 B 131 C 181 (i)5,25,(ii)3.863
32 BC 82 D 132 B 182 9.81014 Hz
33 BD 83 C 133 C 183 D
34 ABCD 84 C 134 A 184 B
35 ABC 85 C 135 D 185 B
36 CD 86 B 136 D 186 B
37 BCD 87 C 137 B 187 A
38 ABCD 88 C 138 D 188 A
39 BC 89 D 139 B 189 C
40 AD 90 B 140 A 190 D
41 CD 91 D 141 A-(Q),B-(S),C-(P),D-(R) 191 A
42 AB 92 C 142 A-(QR),B-(PS),C-(PS),D-(QR) 192 C
43 ABC 93 C 143 D 193 B
44 BC 94 C 144 C 194 B
45 AD 95 B 145 A 195 D
46 BC 96 A 146 A 196 B
47 AD 97 B 147 A-(Q),B-(P),C-(S),D-(R) 197 B
A-(P,Q),B-(P,Q,R),C-(P,Q,R,S),D-
48 ABCD 98 C 148 198 A
(P,Q,R,S)
49 ABD 99 C 149 A 199 B
50 ACD 100 B 150 A-(p),B-(pq),C-(r),D-(s) 200 A
 AnswerKey
Qs. Ans. Qs. Ans. Qs. Ans. Qs. Ans.
201 C 251 BCD 301 B 351 D
202 A 252 AB 302 B 352 B
203 A 253 ABCD 303 D 353 B
204 D 254 AB 304 B 354 D
205 D 255 ACD 305 C 355 C
206 B 256 ABCD 306 C 356 B
207 D 257 AC 307 A 357 B
208 A 258 ABCD 308 B 358 A
209 B 259 BD 309 A 359 A
210 C 260 ABC 310 B 360 A
211 D 261 AC 311 A 361 C
212 C 262 ABC 312 B 362 B
213 A 263 AC 313 C 363 C
214 D 264 BCD 314 B 364 C
215 D 265 ABD 315 C 365 B
216 B 266 AC 316 B 366 A
217 B 267 ABCD 317 B 367 D
218 D 268 ABC 318 C 368 BD
219 C 269 AD 319 369 A
220 AB 270 AC 320 A 370 B
221 ABCD 271 AC 321 C 371 D
222 BC 272 AC 322 A 372 C
223 BC 273 AC 323 A 373 A
224 CD 274 ABC 324 B 374 A
225 ABC 275 AB 325 A 375 D
(a)-(v),(b)-(vi),(c)-(iv),(d)-(ii),(e)-
226 BC 276 A 326 D 376
(vii),(f)-(iii),(g)-(i)
227 BCD 277 A 327 C 377 A
228 BCD 278 C 328 A 378 C
229 BC 279 D 329 B 379 A-(PQ),B-(R),C-(QT),D-(S),E-(U)
230 AD 280 330 C 380 A-(iv),B-(i),C-(ii),D-(iii)
231 BC 281 B 331 A 381
232 ABC 282 D 332 B 382 A-(ii),B-(i),C-(iv),D-(iii)
233 BC 283 A 333 D 383 A
234 AC 284 B 334 C 384 B
235 ABC 285 A 335 D 385 A-(ii),B-(iii),C-(v),D-(vii),E-(vii)
236 AD 286 B 336 D 386 B
237 ABC 287 D 337 D 387 A
238 ABC 288 B 338 A 388 A-(ii),B-(ii),C-(v),D-(i),E-(iii),F-(iv)
239 CD 289 C 339 C 389 A-(v),B-(vi),C-(vii,viii),D-(iv),E-(ii),F-
240 AC 290 D 340 C 390 A-(ii),B-(i),C-(iii),D-(iii),E-(ii)
241 ABC 291 C 341 A 391 A-(ii),B-(i),C-(i),D-(ii),E-(iii)
242 AC 292 A 342 C 392 A-(v),B-(iv),C-(i),D-(iii),E-(ii)
243 AB 293 A 343 A 393 A-(ii),B-(i),C-(iv),D-(iii)
244 ABCD 294 B 344 C 394 A-(v),B-(iv),C-(ii),D-(iii),E-(i)
245 ABC 295 D 345 B 395 A
246 BC 296 C 346 D 396 D
247 ABCD 297 C 347 C 397 A
248 ACD 298 C 348 A 398 C
249 AC 299 D 349 A 399 C
250 AC 300 B 350 B 400 18.12
 AnswerKey
Qs. Ans. Qs. Ans. Qs. Ans. Qs. Ans.
401 107 451 C 501 A 551 A-(QS),B-(R),C-(P),D-(QR)
402 685.3mL 452 B 502 C 552 495´10-4kJ/mol
403 15.50% 453 A 503 B 553 2
404 55 454 B 504 B 554 4
405 40 455 D 505 C 555 2
406 238 456 A 506 C 556 3.2
407 83.27 457 D 507 A 557 560
408 7957 458 C 508 B 558 5
409 265 459 C 509 B 559 72
410 86 460 A 510 B 560 7.6
411 (i)5,(ii)interstitial 461 AB 511 A 561 4.8
(a)V=5.95´103mL,
412 462 ABC 512 B 562 25
(b)0.2118dpspermL
413 66.13mm,0.6563 463 ABD 513 B 563 70
414 25 464 ABCD 514 B 564 31kJmol-1
415 1/5,3/4,150mm 465 BC 515 C 565 1532.7kJ
416 2.165 466 ABC 516 A 566 5.2kJ
417 m=1,n=1 467 ACD 517 B 567 0
418 5 468 BCD 518 A 568 4.48
419 14 469 ACD 519 A 569 25
420 3 470 CD 520 A 570 0.768
421 8560 471 ABC 521 C 571 C
422 50 472 B 522 B 572 B
423 14 473 BD 523 C 573 C
424 561.8cm3 474 CD 524 C 574 A
425 A 475 ACD 525 B 575 B
426 D 476 ABD 526 D 576 A
427 D 477 ACD 527 A 577 D
428 D 478 B 528 C 578 A
429 D 479 AB 529 B 579 B
430 A 480 ABCD 530 A 580 A
431 D 481 ABC 531 BD 581 B
432 D 482 ABC 532 B 582 C
433 A 483 ABCD 533 C 583 C
434 D 484 ABD 534 A 584 C
435 B 485 ABD 535 A 585 B
436 D 486 CD 536 A-(PR),B-(QS),C-(PRS),D-(PR) 586 B
437 B 487 CD 537 A-(c),B-(d),C-(a),D-(b) 587 D
438 D 488 CD 538 A-(QR),B-(QRS),C-(SD),D-(PS) 588 NOTAVAILABLE

439 C 489 ABC 539 A-(QR),B-(PQRS),C-(PS),D-(PQR) 589 A

440 B 490 ACD 540 A-(RS),B-(R),C-(P),D-(Q) 590 B
441 C 491 ABD 541 A-(PQR),B-(PR),C-(PQ),D-(QS) 591 C
442 B 492 BC 542 A-(Q),B-(R),C-(P),D-(S) 592 B
443 C 493 AD 543 A-(P),B-(Q),C-(R),D-(S) 593 A
444 D 494 ABC 544 A-(PQ),B-(PR),C-(PS),D-(P) 594 C
445 B 495 AB 545 A-(Q),B-(R),C-(P),D-(S) 595 C
446 B 496 B 546 A-(R),B-(P),C-(S),D-(Q) 596 D
447 D 497 B 547 A-(C),B-(A),C-(B),D-(D) 597 C
448 C 498 C 548 A 598 C
449 B 499 C 549 C 599 A
450 A 500 D 550 A-(b),B-(c),C-(f),D-(e) 600 B
 AnswerKey
Qs. Ans. Qs. Ans. Qs. Ans. Qs. Ans.
601 A 651 ACD 701 B 751 D
602 B 652 ABCD 702 D 752 C
603 A 653 ABCD 703 B 753 D
604 B 654 AD 704 D 754 A
605 C 655 AB 705 B 755 D
606 A 656 ABC 706 D 756 D
607 C 657 ABC 707 A 757 D
608 B 658 ABC 708 A 758
609 BCD 659 ABC 709 B 759 C
610 ACD 660 AB 710 A 760 B
611 AB 661 AC 711 B 761 A
612 ABD 662 AB 712 A 762 B
613 AB 663 C 713 A 763 B
614 BC 664 D 714 B 764 C
615 AB 665 B 715 B 765 A
616 ACD 666 C 716 A 766 A
617 BC 667 D 717 B 767 B
618 CD 668 C 718 A 768 D
619 BC 669 C 719 A 769 C
620 ABCD 670 B 720 C 770 A
621 ABCD 671 721 A 771 A
622 ABCD 672 722 A 772 B
623 BD 673 C 723 C 773 C
624 AD 674 A 724 B 774 D
625 ABC 675 B 725 B 775 A-(P),B-(QR),C-(S),D-(RS)
626 C 676 A 726 D 776 A-(PQR),B-(QRS),C-(PQ),D-
627 AC 677 A 727 D 777 A-(P),B-(R),C-(Q),D-(PQS)
628 AB 678 C 728 C 778 A-(PR),B-(PQ),C-(PS),D-(QS)
629 ABC 679 A 729 C 779 A-(QRS),B-(Q),C-(P),D-(RS)
630 BC 680 A 730 B 780 A-(PR),B-(Q),C-(R),D-(PS)
631 681 B 731 C 781 A-(d),B-(e),C-(a),D-(b),E-(c),F-
632 682 D 732 A 782 A-(c),B-(a),C-(d),D-(b)
633 ABD 683 A 733 C 783 A-(P),B-(PQS),C-(PQRS),D-(PS)
634 AC 684 A 734 C 784 A-(PQS),B-(Q),C-(PR),D-(P)
635 BC 685 C 735 A 785 A
636 ACD 686 B 736 B 786 A-(S),B-(P),C-(Q),D-(R)
637 AB 687 D 737 C 787 A-(S),B-(Q),C-(R),D-(P)
638 ACD 688 B 738 D 788 A-(d),B-(c),C-(a),D-(b)
639 CD 689 B 739 C 789 A-(d),B-(b),C-(a),D-(g),E-(c),F-
640 ABC 690 A 740 C 790 A-(v),B-(ii),C-(i,iv),D-(iii),E-
641 ACD 691 C 741 B 791 A-(iii,iv,v),B-(i),C-(v),D-(iii),E-
642 ABC 692 C 742 D 792 A-(b),B-(c),C-(f),D-(e)
643 D 693 B 743 B 793 A-(QRS),B-(RS),C-(PQ),D-(PQ)
644 NOTAVAILABLE 694 D 744 D 794 A-(Q),B-(R),C-(S),D-(P)
645 BC 695 C 745 A 795 A
646 AB 696 B 746 B 796 D
647 ABC 697 A 747 C 797 A-(R),B-(PR),C-(RS),D-(Q)
648 BCD 698 A 748 D 798 A-(T),B-(R),C-(Q),D-(S),E-(P),F-
649 ABD 699 A 749 A 799 A-(R),B-(P),C-(Q)
650 ABCD 700 A 750 A 800 A-(Q),B-(R),C-(T),D-(S)
 AnswerKey
Qs. Ans. Qs. Ans. Qs. Ans. Qs. Ans.
801 A-(R),B-(P),C-(Q),D-(S) 851 C 901 B 951 D
A-(v),B-(vii),C-(i),D-
802 852 D 902 A-(S),B-(R),C-(Q),D-(P) 952 CD
(vi),E-(ii),F-(viii),G-
803 A-(PR),B-(PR),C-(Q),D- 853 D 903 A-(S),B-(R),C-(Q),D-(P) 953 ABCD
804 A-(pqr),B-(pqr),C-(p) 854 B 904 954 ACD
805 A-(s),B-(q),C-(p),D-(r) 855 D 905 A-(R),B-(Q),C-(Q),D-(P) 955 ABC
806 A-(s),B-(r),C-(q),D-(t),E- 856 A 906 A-(P),B-(Q),C-(R),D-(S) 956 ABC
807 A-(S),B-(Q),C-(R),D-(P) 857 D 907 A-(R),B-(P),C-(Q),D-(S) 957 BC
808 1 858 A 908 D 958 BD
809 6 859 B 909 B 959 ABC
810 28 860 A 910 D 960 ABC
811 2 861 A 911 C 961 ABC
812 6360 862 A 912 B 962 AB
813 9 863 B 913 C 963 ABC
814 5 864 CD 914 B 964 AB
815 36 865 AB 915 C 965 AB
816 0 866 C 916 A 966 CD
817 650 867 C 917 A 967 CD
818 5 868 D 918 A 968 AC
819 10 869 A 919 A 969 AD
820 2 870 A 920 D 970 ACD
821 0 871 BC 921 C 971 B
822 15 872 B 922 B 972 B
823 3 873 C 923 D 973 B
824 6 874 B 924 D 974 B
825 18 875 C 925 A 975 A
826 3 876 C 926 D 976 A
827 4 877 D 927 A 977 C
828 3 878 C 928 D 978 A
829 400 879 B 929 C 979 C
830 5 880 B 930 D 980 A
831 4 881 A 931 B 981 D
832 3 882 B 932 B 982 C
833 24 883 D 933 A 983 D
834 6 884 B 934 D 984 A
835 A 885 A 935 B 985 B
836 D 886 D 936 A 986 C
837 B 887 B 937 D 987 C
838 B 888 A 938 B 988 B
839 D 889 D 939 B 989 A-(R),B-(Q),C-(P),D-(S)
840 B 890 C 940 A 990 A-(R),B-(P),C-(S),D-(Q)
841 D 891 C 941 B 991 A-(R),B-(P),C-(S),D-(Q)
842 C 892 D 942 A 992 A-(R),B-(S),C-(P),D-(Q)
843 C 893 A 943 B 993 A-(R),B-(P),C-(Q),D-(S)
844 C 894 D 944 B 994 A-(Q),B-(S),C-(P),D-(Q)
845 B 895 A 945 C 995 A-(S),B-(P),C-(Q),D-(R)
846 A 896 C 946 D 996 A-(PQ),B-(Q),C-(S),D-(R)
847 A 897 D 947 C 997 A-(S),B-(R),C-(Q),D-(P)
848 A 898 C 948 D 998 A-(S),B-(Q),C-(P),D-(R)
849 A 899 C 949 B 999 A-(R),B-(P),C-(S),D-(Q)
850 C 900 A 950 B 1000 C