IUPAC Nomenclature Practice Questions
IUPAC Nomenclature Practice Questions
MANTHAN
—
INTRODUCTION CH3
O
(a) (b)
1. Molecular formula of naphthaquinone is:
O (c) (d)
(a) C12H8O2 (b) C11H6O2 6. Identify degree of unsaturation of given compound
(c) C10H6O2 (d) C10H8O2 CºN
—º COCl
2. (a) 5 (b) 6
I II III (c) 7 (d) 8
7. Sum of total number of different functional groups and double
Identify incorrect statement for the above structure:
bond equivalent (DBE) value for given compound is:
(a) I, II & III have CnH2n-2 general formula. O NH2 O
(b) I, II & III have same empirical formula. NH
OH
H (b)
O
4. Which of the following compound is unsaturated hydrocarbon? O
O (c)
(a) CH3—C—CH3 (b) CH3–C ≡ N O
O
1
9. Which of the following homologous series has incorrect
general formula?
1 1
(a) Alkyne: CnH2n–2 (b) Alkanol: CnH2n+2O 6 2 6 2
(c) Alkanal: CnH2n+1O (d) Carboxylic acid: CnH2nO2 (c) 5 3 (d)
5 3
10. The third member of the homologous series of aliphatic 4 4
aldehydes has the structure:
(a) CH3CH2CHO (b) CH3(CH2)2CHO
15. The IUPAC name of the compound
(c) H3COCH2CH3 (d) CH3COCH3 CH3—CH—CH2—CH2—CH3
—
IUPAC-NOMENCLATURE OF ALKANE & CH3—CH2—CH—CH—CH—CH2—CH3 is:
—
CYCLO ALKANE CH3 CH2—CH3
(a) 5-Ethyl-3-methyl-4-(1-methylpropyl)octane
11. The correct IUPAC name of the alkane is: (b) 4-Ethyl-6-methyl-5-(1-methylpropyl)octane
(a) 2-Ethyl-4-methylhexane (c) 3-Ethyl-5-methyl-4-(1-methylpropyl)octane
(b) 5-Ethyl-3-methylhexane (d) 4-Sec-butyl-5-ethyl-5-methylheptane
(c) 3,5-Dimethylheptane
IUPAC-NOMENCLATURE OF ALKENE,
(d) 3,5-Dimethylhexane
ALKYNE, CYCLO ALKENE AND POLYENES
12. The correct structure of 6-Ethyl-2,3,5-trimethylnonane is:
16. The correct structure of 2-Ethyl-3-methylhexa-1,4-diene is:
(d)
13. The correct IUPAC name of the following compound is: (a) 4-Ethyl-6-(1-methylethyl)cycloheptene
H NO2 (b) 4-(1-Methylethyl)-6-ethylcycloheptene
— —
— —
(a) (b)
2 4 2 CH2=CH—CH2—CH—CH3
1 3
(a) 4-Ethylpent-1-ene (b) 2-Ethylpent-4-ene
(c) 4-Methylhex-1-ene (d) 3-Methylhex-1-ene
2
21. The correct IUPAC name of the compound
27. The IUPAC name of the compound is:
HO —
is:
(a) Cyclobut-1-en-1-ol (b) Hydroxycyclobutene
(a) 1-Ethenylcyclohexa-2,4-diene (c) Cyclobutanol (d) None of these
(b) 5-Ethenylcyclohexa-1,3-diene 28. Write the correct IUPAC name of the following bond line
(c) 6-Ethenylcyclohexa-1,3-diene
—
formula: N
(d) Cyclohexa-2,4-dienylethene
22. The 1UPAC name of vinyl acetylene is: (a) N-Methyl-N-ethylpropanamine
(a) Pent-1-en-4-yne (b) Pent-4-yn-1-ene (b) N-Ethyl-N-methylpropan-1-amine
(c) But-1-en-3-yne (d) But-1-yn-3-ene (c) N-Methyl-N-propylethan-1-amine
(d) N-Ethyl-N-propyl-N-methyl-amine
IUPAC NOMENCLATURE OF NON-CHAIN 29. The IUPAC name of
TERMINATING FUNCTIONAL GROUPS CH3—CH—CH2—C(CH3)2 is:
—
23. IUPAC name of the compound
OH OH
CH 3 – NH – CH – CH 2 − CH − CH 3 is: (a) 2-Methyl-2,4-dihydroxypropane
| | (b) 2,2-Dimethyl-4-hydroxybutanol
CH3 CH 3 (c) 2-Methyl-2,4-pentanediol
(a) 2-(N-methylamino)-4-methylpentane (d) 2-Hydroxy-4,4-dimethylbutanol-4
(b) N-Methyl-4-methylpentan-2-amine IUPAC-NOMENCLATURE OF CHAIN
(c) 2-(N-methylamino)-3-isopropylpropane
TERMINATING FUNCTIONAL GROUPS
(d) 2-(N-methylamino)-1,4,4-trimethylbutane
30. IUPAC name of the compound
24. The sum of positions of (–OH) and (–Br) in the above
BrCH2—CH—CO—CH2—CH2CH3 is:
compound is: —
OH
CONH2
Br (a) 2-(Bromomethyl)-3-oxohexanamide
(b) 1-Bromo-2-amido-3-oxohexane
(c) 1-Bromo-2-amido-n-propyl ketone
(a) 3 (b) 5 (c) 6 (d) 7 (d) 3-Bromo-2-propanoyl-propanamide
25. Which of the following is a correct priority order of functional 31. Which of the following compounds has wrong IUPAC name?
groups? (a) CH 3 − CH 2 − CH 2 − COO − CH 2 CH 3
→ ethyl butanoate
O O CH2—CH3
(c) CH3—CH—CH—CH3 3–ethyl–2–butanol
(b) —C—H > —C—R > —OH > —NH2
—
O OH CH3
3
33. The IUPAC name of the following is: 40. The IUPAC name of the following compound is:
CH3CH=CH—CH2—CH—CH2COOH
NC CN
—
NH2 CN
(a) 3-Aminohept-5-enoic acid (a) Propane-1,2,3-tricarbonitrile
(b) 5-Aminohex-2-enecarboxylic acid
(b) 3-Cyanopetane-1,5-dinitrile
(c) 3-Aminohept-4-enoic acid
(d) 5-Aminohept-2-enoic acid (c) Pentane-1,3,5-trinitrile
34. The correct IUPAC name of compound is: (d) All are correct
O
Cl IUPAC-NOMENCLATURE OF AROMATIC
COMPOUNDS
O
41. The IUPAC name of the following compound is:
(a) 1-Chloropentane-1,4-dione
(b) 4-Chlorocarbonylbutan-2-one CHO
(c) 4-Oxopentanoyl chloride
(d) 3-Oxobutanecarbonyl chloride
35. IUPAC name of given compound is:
Cl OH
H—C—CH2—CH—CºN
—
O
(a) 1-Amino-1-oxoethane;1-chloroethanal CN
(b) 1-Aminoethanal;acetoyl chloride CHO
(c) 1-Oxoethanamine;ethanoyl chloride (a) 2-Cyano-1-formylbenzene-4-carboxylic acid
(d) Ethanamide;Ethanoyl chloride (b) 3-Cyano-4-formylbenzoic acid
37. The suffix of the principal group, the prefixes for the other (c) 4-Carboxy-2-cyanobenzene-1-carbaldehyde
groups and the name of the parent chain in the structure
(d) 2-Formyl-5-carboxybenzene-1-carbonitrile
HO—CH2—CH—CH=CH—CH2—C—C—OH are:
43. IUPAC name of the following compound
—
—
—
—
—
CH3 Cl O O O
(a) -oic acid, chloro, hydroxy, oxo, methyl, 4-heptene Cl C—O is:
(b) -oic acid, chloro, hydroxy, methyl, oxo, 4-heptene
(c) -one, carboxy, chloro, methyl, hydroxy, 4-heptene (a) 4-Chlorophenyl benzoate
(d) -one, carboxy, chloro, methyl, hydroxy, 4-heptene (b) Phenyl-4-chloro benzoate
38. The IUPAC name of C6H5CH = CH–COOH is: (c) Benzyl-l-4-chlorobenzene carboxylate
(a) Cinnamic acid (d) 4-Chlorodiphenyl carboxylate
(b) 1-Phenyl-2-carboxyethene
COOC2H5
(c) 3-Phenylprop-2-enoic acid
44. IUPAC name of the compound is:
(d) Dihydroxy-3-phenylpropionic acid
COCl
39. The IUPAC name of (CH3)2 CH-CO-O-CH2-CH3 is:
(a) Ethylbutyrate (a) 2-Chlorocarbonylethylbenzene carboxylate
(b) Isopropylpropionate (b) 2-Carboxyethylbenzoyl chloride
(c) Ethyl-2-methylpropanoate (c) Ethyl-2-(chlorocarbonyl)benzene carboxylate
(d) Isobutylethanoate (d) Ethyl-1-(chlorocarbonyl)benzene carboxylate
4
45. The correct IUPAC name of the compound 49. Which of the following is the structure of Picric acid?
COOH
OH OH
C—O is:
NO2 O2N NO2
O (a) (b)
(a) 2-Phenoxycarbonylbenzene carboxylic acid
(b) Phenyl-2-carboxybenzene carboxylate
(c) 2-Benzoyloxybenzenecarboxylic acid NO2 NO2
(d) 2-Benzyloxycarbonylbenzenecarboxylic acid
OH COOH
COMMON NAMES SYSTEMS OH
46. The IUPAC name of tert-butyl chloride is: (c) (d)
(a) 4-Chlorobutane
(b) 2-Ethyl-2-methylpentane
(c) 3-Ethyl-2-methylpentane NO2
(d) 2-Chloro-2-methylpropane
47. Which of the following is Acetophenone? 50. Which of the following is the structure of Aspirin?
O
COOCH3 COOH
5
Exercise-2
7. IUPAC name for the compound is
SINGLE CORRECT TYPE QUESITONS
:
1. The IUPAC name for is : (a) trans-2-Chloro-3-iodopentane-2
(b) cis-2-Chloro-3-iodo-2-pentane
(a) 1,1-Dimethyl butane 1,3-diol (c) trans-3-iodo-4-chloro-3-pentene
(b) 2,4-Dimethyl pentane-2,4-diol (d) cis-3-iodo-4-chloro-3-pentene
(c) 2-Methyl pentane-2,4-diol
(d) 1,3,3-Trimethyl-1,3-propanediol
8. The compound is known by which of the
2. The IUPAC name of the compound following names :
(a) Bicyclo-[2.2.2] octane
is : (b) Bicyclo-[2.2.1] octane
(c) Bicyclo-[1.2.1]octane
(a) 1,1-Dimethyl-1,3-butanediol (d) Bicyclo-[1.1.1]octane
(b) 2-Methyl-2,4-pentanediol
(c) 4-Methyl-2,4-pentanediol 9. The IUPAC name of is:
(d) 1,3,3-Trimethyl-3,3-propanediol
(a) 6-Chloro-4-ethyl-5-methyl hept-5-en-1-yne
3. Indicate the wrongly named compound : (b) 6-Chloro-4-ethyl-5-methylhept-1-yn-5-ene
(a) (CH3)2CHCH2CH2CHO
(c) 2-Chloro-4-ethyl-3-methyl hept-2-ene-6-yne
(4-Methyl-1-pentanal)
(d) 2-Chloro-4-ethyl-3-methyl hept-6-yn-2-ene
(b) (CH3)2CH–CC–COOH
(4-Methyl-2-pentyn-1-oic acid)
(c) CH3CH2CH2CH(CH3)COOH 10. IUPAC name of is :
(2-Methyl-1-pentanoic acid)
(d) CH3CH2CH=CH–COCH3
(a) 2-Butyl-2-methyl-3-ethyl-butane
(3-Hexen-6-one)
(b) 2-Ethyl,3,3-dimethyl heptane
(c) 3,4,4-Trimethyl heptane
4. The correct IUPAC name of the structure given
(d) 3,4,4-Trimethyl octane
below is
(a) 3-Amino-5-heptenoic acid
11. The correct name for is :
(b) 5-Amino-2-heptenoic acid
(c) 5-Amino-hex-2-enecarboxylic acid
(a) 2–Hydroxy cyclopentanal
(d) β-Amino-5-heptenoic acid
(b) 2–Formyl–1–hydroxy cyclopentane
(c) 2–Hydroxy cyclopentane carbaldehyde
5. IUPAC name of CCl3CH2CHO is :
(d) Cyclopentane–2–ol–1–al
(a) chloral
(b) 3,3,3-trichloropropanal
12. The name for the structure
(c) 3,3,3-trichloropropnol
(d) 2,2,2-trichloropropanol
6
13.
18. has the IUPAC name :
The correct IUPAC name of the above compound is
:
(a) 3,4–Dimethyl–1–penten–3–ol
(a) 2–Acetoxy ethanoic acid
(b) Isopropyl–3–methyl vinyl carbinol
(b) 2–Methoxycarbonyl ethanoic acid (c) 2,3–Dimethyl–4–penten–3–ol
(c) 3–Methoxyformyl ethanoic acid (d) None of the above
(d) 2–Methoxyformyl acetic acid
14. The IUPAC name of 19. The IUPAC name of the compound is
is : (a) 1, 1-dimethyl-3-cyclohexanol
(a) 2,4,5–Hexane tricarboxylic acid (b) 1, 1-dimethyl-3-hydroxy cyclohexane
(b) 2,3,5–Hexane tricarboxylic acid (c) 3, 3-dimethyl-1-cyclohexanol
(c) 2–(1–carboxyethyl)–4–methyl pentanedioic acid (d) 3, 3-dimethyl-1-hydroxy cyclohexane
(d) 3,5–Dicarboxy–2–methyl hexanoic acid
20. The IUPAC name of the compound
15. The name for is :
is :
(a) 3–Methyl–2–penten–4–yne
(b) 3–Methyl–3–penten–1–yne (a) 1, 2-Epoxy propane
(c) 3–Methyl–4–pentyn–1–ene (b) Propylene oxide
(d) 3–Methyl pentenyne (c) 1, 2–Oxo propane
(d) 1, 2–Propoxide
16. The IUPAC name of the
21. The correct IUPAC name of the compound is :
structure is :
(a) 2,4,5–Triethyl–3–nonene
(b) 5,6–Diethyl–3–methyl–4–decene
(c) 2,4,5–Triethyl–3–octene
(d) 3–Ethyl–5–methyl–3–heptene (a) 5,6–diethyl–8–methyl dec–6–ene
(b) 5,6–diethyl–3–methyl dec–4–ene
17. has the IUPAC name : (c) 6–butyl–5–ethyl–3–methyl oct–4–ene
(d) 2,4,5–triethyl–3–ene
(a) Ethyl–2–oxo cyclopentane carboxylate
(b) 2–Cyclopentanone–1–carbethoxy
(c) 2–Ethylcarbonate cyclopentanone
(d) 1–Keto–2–carbethoxy cyclopentanone
7
Exercise-3 (PYQ's) 6. Identify structure of 2,3-dibromo-1-phenylpentane.
1. IUPAC name of following compound (P) is: [31 Jan, 2024 (Shift-II)]
Br Br
(a)
(P) [27 Jan, 2024 (Shift-I)]
8
10. IUPAC name of following hydrocarbon (X) is: 13. The correct decreasing order of priority of functional groups
[08 April, 2024 (Shift-II)] in naming an organic compound as per IUPAC system of
nomenclature is [26 July, 2022 (Shift-II)]
(a) COOH > CONH2 > COCl > CHO
(b) SO3H > COCl >CONH2 > CN
(a) 2-Ethyl-3,6-dimethylheptane
(c) COOR > COCl > NH2 > C=O
(b) 2-Ethyl-2,6-diethylheptane (d) COOH > COOR > CONH2 > COCl
(c) 2,5,6-Trimethyloctane 14. The IUPAC name for the following compound is:
(d) 3,4,7-Trimethyloctane CHO
11. The correct IUPAC nomenclature for the following CH3
compound is [8 April, 2023 (Shift-II)] H3C
O COOH [2 Sept, 2020 (Shift-I)]
CH2 CH3 (a) 2, 5-Dimethyl-6-carboxy-hex-3-enal
H3C CH2 CH (b) 6-Formyl-2-methyl-hex-3-enoic acid
(c) 2, 5-Dimethyl-6-oxo-hex-3-enoic acid
COOH (d) 2, 5-Dimethyl-5-carboxy-hex-3-enal
(a) 5–Formyl–2–methylhexanoic acid
(b) 2–Methyl–5–oxohexanoic acid
(c) 2–Formyl–5–methylhexan–6–oic acid
(d) 5–Methyl–2–oxohexan–6–oic acid
12. Match List-I with List-II. [28 July, 2022 (Shift-I)]
List-I List-II
(Pair of Compounds) (Isomerism)
(III) Non-planar Heterocyclic
(C)
compound
9
Answer Key (Manthan)
Exercise-1
1. (c) 2. (c) 3. (d) 4. (d) 5. (a) 6. (c) 7. (d) 8. (c) 9. (c) 10. (a)
11. (c) 12. (a) 13. (c) 14. (c) 15. (c) 16. (b) 17. (c) 18. (c) 19. (d) 20. (c)
21. (b) 22. (c) 23. (b) 24. (b) 25. (b) 26. (b) 27. (a) 28. (b) 29. (c) 30. (a)
31. (b) 32. (a) 33. (a) 34. (c) 35. (d) 36. (d) 37. (b) 38. (c) 39. (c) 40. (a)
41. (a) 42. (b) 43. (b) 44. (c) 45. (a) 46. (d) 47. (c) 48. (c) 49. (b) 50. (b)
Exercise-2
1. (b) 2. (b) 3. (d) 4. (a) 5. (b) 6. (a) 7. (a) 8. (a) 9. (d) 10. (c)
11. (c) 12. (b) 13. (b) 14. (b) 15. (b) 16. (c) 17. (b) 18. (a) 19. (c) 20. (a)
21. (b)
Exercise-3 (PYQ's)
1. (b) 2. (d) 3. (d) 4. (c) 5. (a) 6. (c) 7. [18] 8. (b) 9. (b) 10. (c)
11. (b) 12. (c) 13. (b) 14. (c)
10