O

Ex.27

Ex.21
OH
OH O CH2 = C – CH2 – CH – CH3
Sol. | || Sol. | |
CH2 = CH – CH – C – C CH CH3 – CH –CH3 CH3
6 5 4 3 2 1
4 - hydroxy - 5 - hexene - 1- yne - 3 - one 2- isopropyl - 4 - methyl - 1- pentene

CHO Ex.28

Ex.22
Sol. CH3 – CH2 CH2
CN | ||
5 4 3 2 C  C CH
CH3 – CH2 – CH2 – CH – CHO 1 - Hexene - 3 – yne
Sol. |
CN
1 O O
2- formyl pentane nitrile Ex.29

Ex.23 O
Sol. CH3 – C – CH2 – C – CH3
|| ||
O O
3 2 1 2, 4 - pentane dione
Sol. CH2 = CH – CH2 – OCH31-Methoxy -2-propene

COOH
Ex.30
Ex.24

Sol. 3 - methyl - 1, 4 , 6 – Heptatriene Sol. Cyclopropane carboxylic acid

O
O
Ex.25
Ex.31.
OH
4 3 2 1
Sol. CH2 = CH – C – CH2 Sol. Cyclopentanone
|| |
O OH
1 - Hydroxy - 3 - Butene -2- one Ex.32

Sol. 1 , 3 , 5 - cyclohexatriene
Ex.26
Ex.33
5 4
CH3 – CH – CH3 Sol. 1 , 3 - cyclobutadiene
3| 2 1
Sol. CH3 – CH2 – CH – CH – CH2 Ex.34
| CH2 – CHCH3
OH
O
3 - Ethyl -2 , 4 - dimethyl pentane Sol. 1 , 2 - epoxy propane
Q.13 The correct IUPAC name of 2-ethyl-3-pentyne is Q.19 IUPAC name of the compound
(A) 3-methyl hexyne-4 (B) 4-ethyl pentyne-2 O
(C) 4-methyl hex-2-yne (D) None of these C2H5 – C
O is
Q.14 The correct IUPAC name of the compound
CH3 – C

O
is -
(A) propionic acetic anhydride
(B) ethanoic propanoic anhydride
(A) 5-ethyl-3, 6-dimethyl non -3-ene
(C) aceto ethanoate
(B) 5-ethyl-4,7-dimethyl non-3-ene
(D) none of the above
(C) 4-methyl-5,7-diethyl oct -2-ene
(D) 2,4-ethyl-5-methyl oct-2-ene Q.20 IUPAC name of
H3C – CH – CH2 – CH – CH2Cl is:
Q.15 The name of ClCH2 – C C – CH2 Cl according
C2H5 OH
Br Br
to IUPAC nomenclature system is: (A) 1-chloro-4-methylhexan-2-ol
(B) 1-chloro-4-methylhexan-2-al
(A) 2,3-dibromo-1,4-dichlorobut-2-ene
(C) 1-chloro-4-ethylpentan-2-ol
(B) 1,4-dichloro-2,3-dibromobut-2-ene
(D) 1-chloro-2-hydroxy-4-methylhexane
(C) dichlorobromobutene
(D) dichlorobromobutane
Question IUPAC name of compounds having
based on
Nomenclature of Unifunctional group poly functional group
Question
based on Compound
Q.21 Write the IUPAC name of compound
Q.16 The IUPAC name of the compound will be -
SH
O
CH3 – C – CH2 – SH
CH3 – CH2 – C – O – CH2 – CH3
(A)Ethyl propanoate (B) Ethyl propionate CH2 – CH3
(C) (A) & (B) both (D) None of these (A) 2 - methyl butane di thiol -1, 2
(B) 3-methyl butane di thiol-1,2
C2H5 – O (C) 1-ethyl-2-methyl butane di thiol-1,2
Q.17 The IUPAC name of C = O is
(D) 2-ethyl-1-methyl butane di thiol-1,2
CH3 – CH
Q.22 Write the IUPAC name of compound
CH3 O

(A) ethoxy methanone CH3 – CH2 – C – CH – CH3

(B) ethyl-2-methyl propanoate
C=O
(C) ethoxypropanone
(D) 2-methyl ethoxy propanone CH3
(A) 3 - methyl hexane dione - 2, 4
Q.18 The IUPAC name of Cl3CCH2CHO is - (B) 3-ethyl hexane dione-2,4
(A) chloral (C) 1,1-di ethyl hexane dione-2,4
(B) 3,3,3- trichloropropanal (D) None of these
(C) 1,1,1-trichloropropanal
(D) 2,2,2-trichloropropanal
Q.23 Write the IUPAC name of compound OH
O Q.27 IUPAC name of is -
OH
CH3 – CH – CH2 – C – H
(A) But-2-ene-2,3-diol
CH2 – C – H
(B) Pent-2-ene-2,3-diol
O (C) 2-methylbut-2-ene-2,3-diol
(A) 2-methyl pentanedial (D) Pent-3-ene-3,4-diol
(B) 3 - methyl pentanedial
Q.28 The suffix of the principal group, the prefixes
(C) 4-methyl pentanedione for the other groups and the name of the parent
in the structure
(D) 3-ethyl pentanedial 7 5 4 3 2 1
6
HO CH2 CH CH C CH2 C C OH
CH3 Cl O O
Q.24 Write the IUPAC name of compound
are given by the set -
O
(A) -oic acid, chloro, hydroxy, oxo, methyl,
Cl – C – CH – CH3 4-heptene
(B) -oic acid, chloro, hydroxy, methyl, oxo,
CH2 – C – Cl 4-heptene
O (C) -one, carboxy, chloro, methyl, hydroxy,
4-heptene
(A) 3-methyl butanedioyl chloride
(D) -one, carboxy, chloro, methyl, hydroxy,
(B) 2-chloro formyl butanoyl chloride 4-heptene
(C) 4-chloro formyl butanoyl chloride
(D) 2-methyl butanedioyl chloride Q.29 The name(s) of the following compound is -
CH(OH)COOH

Q.25 The I.U.P.AC. name of the compound CH(OH)COOH

CH 2  CH  CH 2 (A) tartaric acid
| | | is - (B) 2,3-dihydroxy butane-1,4-dioic acid
OH OH OH
(C) ' –dihydroxy succinic acid
(A) 1,2,3-di hydroxy propane (D) all of the above
(B) 3-hydroxy pentane-1,5-diol
Q.30 Select the structure with correct numbering for
(C) 1,2,3-hydroxy propane IUPAC name of the compound -
(D) Propane-1,2,3-triol SH SH
4 6
OH 1 OH
5 3 5
Q.26 As per IUPAC rules, which one of the (A) (B)
6 2 4 2
following groups, will be regarded as the 1 3
OH OH
principal functional group ?
SH SH
(A) – C C – (B) –OH 1
OH
1
OH
6 2 2 6
(C) C  (D) C  H (C) (D)
|| || 5 3 3 5
O O
4 4
OH OH
 EXERCISE # 2
(Only single correct answer type
Part-A Q.5 The IUPAC name of
questions)
(C 2 H 5 ) 2 NCH 2 CH.COOH is ?
Q.1 The compound which has one isopropyl group |
is - Cl
(A) 2,2,3,3-tetramethyl pentane (A) 2-chloro-4-N-ethylpentanoic acid
(B) 2,2-dimethyl pentane (B) 2-chloro-3-(N, N-diethyl amino)
(C) 2,2,3-trimethyl pentane -propanoic acid
(D) 2-methyl pentane (C) 2-chloro-2-oxo diethylamine
(D) 2-chloro-2-carboxy-N-ethyl ethane
Q.2 The IUPAC name of the compound is:
H Q.6 The IUPAC name of the compound
CH3
C CH Br(Cl) CH.CF3 is -
CH3
NH2 (A) haloethane
(A) 1-amino-1-phenyl-2-methyl propane (B) 1, 1, 1- trifluoro-2-bromo-2-chloroethane
(B) 2-methyl-1-phenyl propanamine (C) 2-bromo-2-chloro-1, 1, 1- trifluoroethane
(C) 2-methyl-1-amino-1-phenyl propane (D) 1-bromo-1-chloro-2, 2, 2- trifloro ethane
(D) 1-isopropyl-1-phenyl methyl amine
Q.7 The correct IUPAC name of
CH 3  CH 2  C  COOH
Q.3 Which of the following compound is wrongly || is -
named ? CH 2
(A) CH 3 CH 2 CH 2 CHCOOH (A) 2-methyl butanoic acid
|
Cl (B) 2-ethyl-prop-2-ene-oic acid
2-Chloro pentanoic acid (C) 2- carboxy-1- butene
(B) CH 3C  CCHCOOH (D) None of the above
|
Cl
2-Methyl hex-3-enoic acid Q.8 The I.U.P.A.C. name of following structure
(CH3) C.C.C. (CH3) CH(CH3) is -
(C) CH3CH2CH = CHCOCH3
(A) 3-methyl-4-hexynene-2
Hex-3-en-2-one
(B) 3-methyl-hex-2-ene-4-yne
(D) CH 3  CHCH 2 CH 2 CHO
| (C) 4-methyl-4-hexenyne-4
CH 3 (D) all are correct
4-Methyl pentanal
Q.9 The I.U.P.A.C. name of following structure is
[CH3CH(CH3)]2C(CH2CH3)C(CH3)C(CH2CH3)2
Q.4 The IUPAC name of the given compound is:
(A) 3,5-diethyl-4,6-dimethyl-5-[1-methylethyl]
CH3 3-heptene
CH3
(B) 3,5-diethyl-5-isopropyl-4,6-dimethyl-
HO 2-heptene
(C) 3,5-diethyl-5-propyl-4,6-dimethyl-
(A) 1, 1-dimethyl-3- hydroxy cyclohexane
3-heptene
(B) 3,3-dimethyl-1-hydroxy cyclohexane
(D) None of these
(C) 3, 3-dimethyl-1-cyclohexanol
(D) 1,1-dimethyl-3-cyclohexanol
 EXERCISE # 3
O
Part-A Subjective type questions
C CH2CH3
Give IUPAC names for each of the following
Q.3 (a)
(Q.1to 6)

O
Q.1 (a) C OC2H5
(b)

(b)
O
(c)
Br
CH2CH2CH2CH3
O
(c)
CHO
(d)
Br
CH3
C2H5
(d) Br CH3
(e) O

CH2 O
CH3
C OCH3
Q.2 (a) (f)
OCH3

C CH3
(b) Q.4 (a)
CH3

CH3 CH3
(b)
(c)
CH3

(c)
 EXERCISE # 5

 Old IIT-JEE questions

Q.2 Write IUPAC name of succinic acid
[IIT-1994]
Q.1 Write I.U.P.A.C Name of following

Me
Q.3 The IUPAC name of the compound
Me
Me CH2=CH–CH(CH3)2 is - [IIT-1987]
(A)
Me (A) 1,1-dimethyl-2-propene
Me
(B) 3-methyl-1-butene
(C) 2-vinyl propane
Me = methyl group (D) none of the above
[IIT-1990]

CH3
|
(B) H3C – N – CH – CH2CH3
| |
CH3 C2H5
[IIT-1991]