Worksheet - 03 (IUPAC Nomenclature) (BSB Sir)

CHEMISTRY
Class I IIT-JEE Achiever (Integrated) 2021-22

I Term Consolidation Week
Worksheet - 03
Topic IUPAC Nomenclature Date July, 2021
Multiple choice questions with one correct alternative
H3 C CH3
1. The correct name of the alkene is
CH3
(A) 2-ethylidenebutane (B) cis-2-ethylbut-2-ene

(C) cis-3-methylpent-2-ene (D) trans-3-methylpent-2-ene
2. Which of the following bond line structures is correctly matched with
4-ethyl-5-(1-methylethyl)-2-methyldecane?
(A) (B)
(C) (D) none of (A), (B) and (C)
3. Which of the following compound has wrong IUPAC name?

(A) CH3  CH 2  CH 2  COO  CH 2 CH 3 (B) CH3 CH CH2 CHO
ethyl butanoate CH3
3-methylbutanal
(C) CH3 CH CH CH3 (D) CH3 CH C CH2 CH3
OH CH3 CH3 O
2-methylpentan-3-one
2-methylbutan-3-ol
4. What is the IUPAC name of the following compound?
(A) 4-bromo-3-methylpent-2-ene (B) 2-bromo-3-methylpent-3-ene

(C) 3-bromo-3-methyl-1,2-dimethylprop-1-ene (D) 3-bromo-1,2-dimethylbut-1-ene
5. The IUPAC name for the following compound is
(A) 3-methyl-4-(1-methylprop-2-ynyl)-1-heptene (B) 3,5-dimethyl-4-propylhept-6-en-1-yne

(C) 3,5-dimethyl-4-propylhept-1-en-6-yne (D) 3-methyl-4-(3-methylprop-1-enyl)-1-heptyne
1
1I(I)2122(Cons.1)CWS03
Multiple choice questions with one or more than one correct alternative/s
6. Which of the following is a primary alcohol?
(A) isobutyl alcohol (B) cyclopentyl alcohol
(C) neopentyl alcohol (D) isopropyl alcohol
7. The compound with no tertiary hydrogen among the following is
(A) isobutane (B) 2,3,4-trimethylpent-2-en-1-ol
(C) 2,2-dimethylpentane (D) 2,2,3,3-tetramethylbutane
8. The IUPAC name(s) of the following compound is (are)
(A) 1-chloro-4-methylbenzene (B) 4-chlorotoluene

(C) 4-methylchlorobenzene (D) 1-methyl-4-chlorobenzene
9. Which of the following has correct IUPAC name?
OH
NO2
F
(A) 3,4-dimethyphenol (B) 4-ethyl-1-fluoro-2-nitrobenzene
CH3
C2H5
CH3
Br
Cl
(C) 1-choloro-2,4-dinitrobenzene (D) 2-bromocyclohexene
O2N NO2
10. Select the structures with incorrect numbering for IUPAC name of the compound
SH
4
OH
5 3
(A) 6 2
1
OH
OH Cl
H3 C CH CH
4 5 6 7 8
(B) CH CH2 CH2 CH2 CH2 OH
1 2 3
CH2 CH2 CH
OH Cl
CH3
CH3 CH CH3
CH
1 2 3 4 5 6 7 8 9 10
(C) CH3 CH2 CH2 CH2 CH CH CH2 CH2 CH2 CH3
CH2 CH3
COOH
1
O 2 6
(D) 3 5 OCH3
CH3 O 4
O
2
Read the passage given below and answer questions 11 and 12 by choosing the correct
alternative
During nomenclature of unsaturated hydrocarbon, lowest locant is given to multiple bond rather than any
substituent, as the priority of multiple bond is more than substitutent. When the locant for multiple bonds is
same from either side than double bond, then double bond is given priority over triple bond. For selection of
main chain if the size of main chain and number of multiple bonds are equal then the priority is given to
lowest set of locants for multiple bond.
11. IUPAC name of following compound is
(A) 4-ethenylhepta-1,3-dien-6-yne (B) 4-(prop-2-ynyl)hexa-1,3,5-triene

(C) 3-(prop-2-ynly)hexa-1,3,5-triene (D) 4-ethenylhexa-4,6-dien-1-yne
12. IUPAC name of following compound
(A) 3-ethenylpenta-1-en-4-yne (B) 3-ethynylpenta-1,4-diene

(C) 2,2-diethenylpropyne (D) 1,1-diethenylpropyne
Numerical problems
13. How many of the functional groups have high priority than aldehyde in seniority order when naming
polyfunctional compounds?
Carboxylic acid Sulphonic acid Ester Acid halide
(I) (II) (III) (IV)
Amide Nitrile Ketone Alcohol Amine
(V) (VI) (VII) (VIII) (IX)
14. How many they are incorrectly named according to IUPAC name?
O Et COOH CN CHO
OH
1,1-dimethyl ethanol acetone 2-ethylbutane pentan-2-oic acid pentan-2-carbonitrile pentan-2-al

(I) (II) (III) (IV) (V) (VI)
NC CN HO OH
CN OH
1,6-dimethyl cyclohexene propane-1,2,3-tricarbonitrile propan-1,2,3-triol
(VII) (VIII) (IX)
15. How many groups among the following are correct named?
n-butyl sec-butyl iso-butyl tert-butyl phenyl n-propyl iso-propyl neo-pentyl iso-hexyl

(I) (II) (III) (IV) (V) (VI) (VII) (VIII) (IX)
3
16. The number of sigma and pi bonds are present in anisole is
17. The number of lone pairs are present in phthalic acid is
Choose the appropriate entry/entries from column II to match each of the entries of the
column I. It is possible that an option(s) in column II may be valid more than once, for a
given entry in column I
18. Choose the most appropriate entry/entries from column-II to match each of the entries of the column-I
Column - I Column - II
(i) neopentane (P) geometrical isomerism
(ii) 2,3-dimethylbut-2-ene (Q) no tertiary hydrogen
(iii) 2-methyloctane (R) quarternary carbon
(iv) 3-methylpent-2-ene (S) tertiary carbon
***

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CHEMISTRY

Class I IIT-JEE Achiever (Integrated) 2021-22

(A) 2-ethylidenebutane (B) cis-2-ethylbut-2-ene

(C) (D) none of (A), (B) and (C)

3. Which of the following compound has wrong IUPAC name?

4. What is the IUPAC name of the following compound?

(A) 4-bromo-3-methylpent-2-ene (B) 2-bromo-3-methylpent-3-ene

(A) 3-methyl-4-(1-methylprop-2-ynyl)-1-heptene (B) 3,5-dimethyl-4-propylhept-6-en-1-yne

(A) 1-chloro-4-methylbenzene (B) 4-chlorotoluene

(A) 4-ethenylhepta-1,3-dien-6-yne (B) 4-(prop-2-ynyl)hexa-1,3,5-triene

(A) 3-ethenylpenta-1-en-4-yne (B) 3-ethynylpenta-1,4-diene

1,1-dimethyl ethanol acetone 2-ethylbutane pentan-2-oic acid pentan-2-carbonitrile pentan-2-al

n-butyl sec-butyl iso-butyl tert-butyl phenyl n-propyl iso-propyl neo-pentyl iso-hexyl

16. The number of sigma and pi bonds are present in anisole is

17. The number of lone pairs are present in phthalic acid is

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