Assignment-2 | IUPAC

Sheet 1

SCQ
1. Which of the following compound has all four type (1º, 2º, 3º, 4º) of carbon atoms
(A) 2,3,4-Trimethylpentane (B) 2,2,3-Trimethylpentane
(C) neo-pentane (D) None of the three
2. The correct IUPAC name of the following compound is
C2H5
(A) 3-Ethyl-3,5-dimethylhexane
(B) 4-Ethyl-2,4-dimethylhexane CH3  CH2  C  CH2  CH  CH3
(C)2,4-Dimethyl-4-ethylhexane
(D) 4-Ethyl-2,4-dimethylheptane CH3 CH3
CH3 CH3

CH3  CH2  C  CH  CH  CH2  CH3

3. In following compound -
CH3 CH3
The correct lowest set of locant is
(A) 3,3,4,5 (B) 3,4,5,5 (C) 4,5,3,3 (D) 5,5,4,3

Cl
4. IUPAC name of compound is
Br

(A) 3-Bromo-7-chloro-7-ethyl-5-(1,1-dimethyethyl)-5-(2-methylpropyl)-3-methylnonane
(B) 3-Bromo-7-chloro-5-(1,1-dimethylethyl)-7-ethyl-3-methyl-5-(2-methylpropyl)nonane
(C) 3-Bromo-7-chloro-7-ethyl-3-methyl-5-(1,1-dimethylethyl)-5-(2-methylpropyl)nonane
(D) 3-Bromo-5-(1,1-dimethylethyl)-5-(2-methylethyl)-7-chloro-7-ethyl-3-methylnonane
Br Br
– –

– –

<,,, 5. The correct IUPAC name of H3C – C – CH – C – CH3

–

F C2H5 I
(A) 2,4-Dibromo-3-ethyl-2-fluoro-4-iodopentane (B) 2,4-Dibromo-3-ethyl-4-f luoro-2-
iodopentane
(C) 2,4-Dibromo-4-fluoro-2-iodo-3-ethylpentane (D) 2,4-Dibromo-2-f luro-4-iodo-3-
ethylpentane
MCQ
6. The correct structure/s of 2,3,4-Trimethylhexane is/are

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

7. The incorrect IUPAC names are

(A) 2, 3, 3-Trimethylbutane (B) 2, 3, 3-Trimethylpentane
(C) 2-Ethyl-2-methylpentane (D) 2, 2-Dimethyl-3-ethylpentane

8. The correct structure/s of 2-Methyl - 5-(1-methylethyl)–4–propyloctane is/are.

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

9. Match the following:-
Column I Column II
(a) 4 carbon atoms alkane (P) Molecular weight = 26
(b) 2 carbon atoms alkyne (Q) Molecular weight = 42
(c) 3 carbon atoms alkene (R) Molecular weight = 40
(d) 3 carbon atoms alkyne (S) Molecular weight = 58

Subjective
10. What is the lowest molecular weight of a saturated cyclic hydrocarbon which has all its carbon atoms
different.

Sheet 2
SCQ
1. The correct IUPAC name of the following compound is -
CH2 = CH – C  CH
(A) Butadiene (B) Butadiyne (C) Butenyne (D) Butynene
2. The correct IUPAC name of the following compound is-

(A) 5,6-Diethyl-8-methyldec-6-ene (B) 5,6-Diethyl-3-methyloct-4-ene

(C) 5,6-Diethyl-3-methyldec-4-ene (D) 2,4,5-Triethylnon-3-ene

3. IUPAC name of compound is

(A) 3-Ethynylpenta-1, 4-diene (B) 3-Ethenylpent-1en-4-yne

(C) 3-Ethenylpent-4-en-1-yne (D) 4-Propynylpentadiene

4. IUPAC name of the given structure is

(A) 3-Ethynyl-4-ethenyl-7-(2-methylbutyl)-8-methylnona-1,7-diene
(B) 4-Ethenyl-3-ethynyl-5,8-dimethyl-7-propylnona-1,7-diene
(C) 3,4-Diethenyl-5,8-dimethyl-7-propylnona-7-ene-1-yne
(D) 4-Ethenyl-3-ethynyl-7-(2-methylbutyl)-8-methylnona-1,7-diene

5. The structure of 3-Ethyl-2, 2, 5, 6, 6-pentamethylheptane is

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

MCQ
6. Which of the following have same empirical formula
(I) Methylcyclopentane (II) But-2-ene (III) Benzene (IV) Cyclobuta-1,3-diene
(A) I, II, III (B) I, II (C) III, IV (D) I, III, IV

7. Correct structure of 5 -Ethynyl -1, 3, 6 - heptatriene

 (A) (B)

(C) (D)

8. Which of the following compounds have same molecular weight

(I) 3-Methylbut-1-yne (II) Pent-1-en-4-yne
(III) 3,3-Dimethylcycloprop-1-ene (IV) Cyclopenta-1,3-diene
(A) I, III (B) III, IV (C) II, IV (D) I, IV
MTC
9. Match the correct nature of compounds in column X with column Y.
Column (X) Column (Y)

(A) (P) Aromatic

O

O
(B) (Q) Alicyclic

(C) (R) Carbocyclic

(D) (S) Heterocyclic

Subjective
10. Identify the molecular weight of lowest alkyne having two side chain

Sheet 3
SCQ

CH3

1. IUPAC name of compound is

Br
F
(A) 1-Bromo-2-fluoro-5-methylcyclohexane (B) 3-Bromo-4-fluoro-1-methylcyclohexane
(C) 2-Bromo-1-fluoro-4-methylcyclohexane (D) 5-Bromo-4-fluoro-1-methylcyclohexane

CH3
2. IUPAC name of the compound is
CH2 – CH3
(A) 4-Ethyl-3-methylcyclopent-1-ene (B) 3-Ethyl-4-methylcyclopent-1-ene
(C) 1-Ethyl-2-methylcyclopent-4-ene (D) 2-Ethyl-1-methylcyclopent-3-ene
3. IUPAC name of the compound is

(A) 1-(Cyclopent-3-enyl)hex-2-ene (B) 1-(Hex-2-enyl)cyclopent-3-ene

(C) 3-(Hex-2-enyl)cyclopent-1-ene (D) 6-(Cyclopent-3-enyl)hex-4-ene

4. IUPAC name of the compound is

(A) 1,2-Dimethyl-4-(3-methylbuta-1,3-dienyl) Cyclobut-1-ene

(B) 1-(2,3-Dimethylcyclobut-2-enyl)-3-methylbuta-1,3-diene
(C) 1-(1,2-Dimethylcyclobut-1-enyl)-3-methylbuta-1,3-diene
(D) 4-(2,3-Dimethylcyclobut-2-enyl)-2-methylbuta-1,3-diene

5. IUPAC name of is

(A) 4-Bromo-6-chloro-2-ethyl-1-methylcyclohex-1-ene
(B) 5-Bromo-1-chloro-3-ethyl-2-methylcyclohex–2–ene
(C) 5-Bromo-3-chloro-1-ethyl-2-methylcyclohex-1-ene
(D) 1-Bromo-5-Chloro-3-ethyl-4-methylcyclohex-3-ene

MCQ
6. The possible structure of 4-(1,1-Dimethylethyl)-2,3,5-trimethyl-4-(2-methylpropyl) hept-1-ene is

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

7. Structure of 2-Ethenyl-3-methylcyclohexa-1, 3-diene is/are :

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

8. Correct structure of 1-Cyclopropyl-3-methylpent-1-ene is/are :

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

A/R

9.Statement-1 : The correct IUPAC name for the compound is 1-Bromo-2-(1-methylethyl)

cyclopentane.
Statement-2 : In disubstituted cyclic compounds numbering is given by alphabetical order.
(A) Statement-1 is True, Statement-2 is True; Statement-2 is a correct explanation for Statement-1.
(B) Statement-1 is True, Statement-2 is True; Statement-2 is NOT a correct explanation for Statement-1
(C) Statement-1 is True, Statement-2 is False
(D) Statement-1 is False, Statement-2 is True
Matching
10. Match the correct IUPAC names with their common names :
(X) (Y)
(A) Isooctane (P) 2-Methylpropane
(B) Isobutane (Q) 2,2,4-Trimethylpentane
(C) Isopentane (R) 2,2-Dimethylpropane
(D) Neopentane (S) 2-Methylbutane
Subjective
11. Calculate the molecular weight of the smallest branched acyclic hydrocarbon which has only primary
hydrogen atoms.

12. Write the IUPAC name of following compound