IUPAC Nomenclature

SUBJECTIVE QUESTIONS
1. Give IUPAC name for the following hydrocarbons
H3 C CH2 CH2 CH2
C2 H 5
H3 C C CH2 CH3
a)H3C CH CH CH3 b)
HC CH2 CH3
C2 H 5
H2 C CH2 CH3
c) H3C CH CH2 CH2 CH CH CH2 CH3
CH3 CH3 CH3

2. Structure and name of some hydrocarbons are given below. Explain why the name given
in parenthesis is not correct.
a) H3C CH2 CH CH2 CH CH2 CH3 3-Ethyl-5-methylheptane
(Not 5-Ethyl-3-methylheptane)
C2 H 5 CH3

b) H3C CH CH CH2 CH3 2,3-Dimethylpentane

(Not 3,4-Dimethylpentane)
CH3 CH3

c) H3C CH CH2 CH CH CH3 2,3,5-Trimethylhexane

(Not 2,4,5-Trimethylhexane
CH3 CH3 CH3
CH2 CH3

d) H3 C CH2 CH2 CH2 CH2 CH CH2 CH CH2 CH3

CH2
H3C CH3 5-(2-Ethylbutyl)-3, 3-dimethyldecane
CH2 CH3 (Not 5-(2, 2-Dimethylbutyl)-3-ethyldecane

e) H3C CH2 CH CH CH CH CH3 2,3,5-Trimethyl-4-propylheptane

(Not 4-sec-butyl-2,3-dimethylheptane)
CH3 CH2 CH3 CH3
CH2
CH3

3. The incorrect IUPAC name of a compound is 3, 3-diethyl butane. Write its structural
formula and correct the name of the compound.
4. Write the structural formulae for
(i) 4-Methylpent-2-ene (ii) 2,2-dimethylpropane
(iii) 2-Ethylpent-2-ene (iv) 1,3-Dimethylcyclohexane

1
 IUPAC Nomenclature
5. Give the IUPAC name of
CH3

(i)H 2C CH CH CH CH CH2 (ii) H3C C CH C CH3

CH3 CH3

CH3

(iii)  C2H5 2 C  C  C2H5 2 (iv) H3C C C CH3

CH3

CH3

(v) H3C CH C C CH
CH3 CH3

6. Write the structural formulae of the following

(a) But-2-en-1-oic acid (b) 2, 4, 4-Trimethyl-3-isopropylpent-1-ene.
7. Write the IUPAC name of the following compounds
a)H3C CH2 CH CH2 CH2 CH CH2 CH3
OH CH3

O O O

b)H3C C CH2 CH2 CH2 COOH c)H3C CH2 C CH2 C CH3

d) H C C CH CH CH CH 2 e)

f) Cl H g) CN

h) Br i) j) Cl2CHCH2OH
Cl

8. Which of the following represents the correct IUPAC name for the compounds concerned?
i) But-3-yn-1-ol (or) But-4-ol-1-yne.
ii) 4-Chloro-2-methylpentane (or) 2-Chloro-4-methylpentane.
iii) 2, 2-Dimethylpentane (or) 2-Dimethylpentane.
iv) 2, 3-Dimethylpentane (or) 3, 4- Dimethylpentane.
v) 2, 4, 7-Trimethyloctane (or) 2, 5, 7-Trimethyloctane.
2
 IUPAC Nomenclature
9. Write bond line formula for
i) tert-Butylcyclopentane ii) Isopropylalcohol
iii) 2, 3-Dimethylbutanal iv) Heptan-4-one
10. Write the IUPAC name of a few typical organic compounds from their structural formulae.

CH3 2
1 HCOOCH 3
(H3C)4C or H3C C CH3
CH3

(CH3CO)2O or H3C C O C CH3

3 4
O O
CH2 CH3

H 3C CH CH CH CH 2 CH3
CH3
5 CH3 CH 2 CH 2 6
(CH3)3CCHO or H3C C CHO
H 3C H2C CH3
CH3

H3 C O CH(CH 3 )2
(or) CH3
7 H 3C O CH CH3 8
(CH3)3COH or H3C C OH
CH3 CH3

H3C CH2CNH 2 H2C C CH2 CH2 CHO

9 10
O CH3

Cl
H3C C CH2 C CH3
11 H3C CH2 C CH 2 CH 2 CH3 12
O O
Br
(C 2 H 5 ) 2 CH CH 2 OH
or
H3 C CH 2 CH CH 2 OH H 3C C O CH 2 CH3
13 14
CH 2 O

CH 3

3
 IUPAC Nomenclature
O
H 2C CH CH 2 CH 2 C C CH 3
15 H3C CH C CH2 CH2 CH2 Cl 16
CH3

O O H 3C CH 2 CH 2 CH CH COOH
17 18
H C C H
CH3 CH3
H3 C CH2 CH CH2 CH2 CH CH2 Cl
19 OH CH3 20 CH CH2 CH CH3

O
OH
CH3
21 22
OH
CH3

O O
23 24 H3C CH CH COOH
H C C OH
HC CH CH2 OH
H2C
25 CH CH2 CH CH2 26
H2C

H 3C CH CH CH2

27 28 O
H3C C CH 2 CHO

29 30  CH3CH2CO 2 O

OH
O
H3C CH2 CH2 CH OH
31 H3C CH CH C Cl 32
Cl CH 2Br OCH2CH 3
O
33
OHC CH2 CH2 C CH2 COOH

4
 IUPAC Nomenclature
11. Write the structural formulae from the IUPAC names given below
1. 4-Methylpent-2-yne 2. Hex-3-enoic acid
3. Hepta-1, 5-diene 4. 4-Nitro pent-1-yne
5. 2-Chloro-2-methyl butan-1-ol 6. 5-Chloropent-2-ene
7. 1,3-Diaminopropane 8. Pentanedial
9. 3-Nitrocyclohexene

12. Write the structure for the following

i) 2-Chlorohexane ii) Pent-4-en-2-ol iii) 3-Nitrocyclohexene
iv) Cyclohex-2-en-1-ol v) 6-Hydroxyheptanal

13. The following organic compounds are popularly known by their common names
i) Neopentane ii) Acetone iii) Vinyl chloride
iv) tert-amyl alcohol v) iso-butyl bromide vi) acetonitrile
vii) allyl alcohol viii) formaldehyde ix) glycerol
x) Glycerol.
Write their structural formula and IUPAC name.
14. Write the structural formulae of
i) p-Nitroaniline ii) o-Ethylanisole
iii) 2, 3-dibromo-1-phenylpentane iv) 4-Ethyl-1-fluoro-2-nitrobenzene.

15. Give condensed and bond line structural formulae and identify the functional group(s)
present if any for
i) 2, 2, 4-trimethyl pentane ii) 2-hydroxy-1, 2, 3-propanetricarboxylic acid
iii) Cycloocta-1, 5-diene iv) Hexanedial
v) 2-(4-isobutyl phenyl) propanoic acid

16. Identify the functional groups in the following compounds

NH2
CHO

i) ii) iii)

OMe
OH O OCH 2 CH2 N(C 2 H5 )2 HC CHNO 2