28) Which of the following can be described as “optically active, primary alcohol”?
a) CH3CH2CH2CH2CH2OH
b) (CH3)2CHCH2CH2OH
c) CH3CH2CH(CH3)CH2OH
d) (CH3)2CHCHOHCH3
e) Two of these choices.
Answer: C
Topic: Structure, Nomenclature
Section: 5.3, 5.12 and 11.1
Difficulty Level: Medium
29) What is the relationship between (1R,2S)-2-methylcyclopentanol and (1S,2R)-2-
methylcyclopentanol? They are:
a) constitutional isomers.
b) enantiomers.
c) conformers
d) diastereomers.
e) identical.
Answer: B
Topic: Structure and Nomenclature
Section: 5.3, 5.12 and 11.1
Difficulty Level: Hard
30) What is the relationship between (1R,2R)-2-methylcyclohexanol and (1R,2S)-2-
methylcyclohexanol? They are:
16
a) constitutional isomers.
b) enantiomers.
c) conformers
d) diastereomers.
e) identical.
Answer: D
Topic: Structure and Nomenclature
Section: 5.3, 5.12 and 11.1
Difficulty Level: Hard
31) What is the relationship between (1S,2R)-2-methylcyclohexanol and (1R,2S)-2-
methylcyclohexanol? They are:
a) constitutional isomers.
b) enantiomers.
c) conformers
d) diastereomers.
e) identical.
Answer: B
Topic: Structure and Nomenclature
Section: 5.3, 5.12 and 11.1
Difficulty Level: Hard
32) What is the relationship between (1S,3R)-3-methylcyclohexanol and (1R,2R)-2-
methylcyclohexanol? They are:
a) constitutional isomers.
b) enantiomers.
c) conformers
d) diastereomers.
e) identical.
Answer: A
Topic: Structure and Nomenclature
Section: 5.3, 5.12 and 11.1
Difficulty Level: Hard
17
33) What is the relationship between (1R,2S)-2-methylcyclopentanol and (1S,2S)-2-
methylcyclopentanol? They are:
a) constitutional isomers.
b) enantiomers.
c) conformers
d) diastereomers.
e) identical.
Answer: D
Topic: Structure and Nomenclature
Section: 5.3, 5.12 and 11.1
Difficulty Level: Hard
34) What is the relationship between (1R,2S)-2-methylcycloheptanol and (1S,2R)-2-
methylcycloheptanol? They are:
a) constitutional isomers.
b) enantiomers.
c) conformers
d) diastereomers.
e) identical.
Answer: B
Topic: Structure and Nomenclature
Section: 5.3, 5.12 and 11.1
Difficulty Level: Hard
35) What is the relationship between (1R,2S)-2-methylcycloheptanol and (1R,2R)-2-
methylcycloheptanol? They are:
a) constitutional isomers.
b) enantiomers.
c) conformers
d) diastereomers.
e) identical.
Answer: D
Topic: Structure and Nomenclature
Section: 5.3, 5.12 and 11.1
Difficulty Level: Hard
18
36) What is the correct IUPAC name for the following compound?
CH3
CH3CHOHCHCHCH(CH3)2
CH3
a) 4-isopropyl-3,4-dimethyl-2-butanol
b) 2,3,4-trimethyl-4-pentanol
c) 1,1,2,3-tetramethyl-4-pentanol
d) 3,4,5-trimethyl-2-hexanol
e) 3,4,5,5-tetramethyl-2-pentanol
Answer: D
Topic: Nomenclature
Section: 11.1
Difficulty Level: Easy
37) A correct IUPAC name for isobutyl alcohol is:
a) 2-Methyl-1-propanol
b) 2-Methyl-1-butanol
c) 1-Methyl-1-propanol
d) 1,1-Dimethyl-1-ethanol
e) 3-Methyl-1-propanol
Answer: A
42) The correct IUPAC name for tert-butyl alcohol is:
a) 1-Butanol
b) 2-Methyl-1-propanol
c) 2-Methyl-2-propanol
d) 2-Butanol
e) 1,1-Dimethyl-1-ethanol
Answer: C
Topic: Nomenclature
Section: 11.1
Difficulty Level: Medium
43) 2,2-Dimethyl-1-propanol has the common name:
a) Isoamyl alcohol
b) Isopentyl alcohol
c) tert-Pentyl alcohol
d) Neopentyl alcohol
e) 2-Methylisobutyl alcohol
Answer: D
Topic: Nomenclature
Section: 11.1
44) Which of these, though often used, is an incorrect common name for CH3CHOHCH3?
a) Isopropyl alcohol
b) sec-Propyl alcohol
c) 2-Propanol
d) Isopropanol
e) More than one of these choices.
Answer: D
Topic: Nomenclature
Section: 11.1
Difficulty Level: Medium
45) Which of these, though often used, is an incorrect common name for (CH3)3COH?
a) tert-Butyl alcohol
b) tert-Butanol
c) 2-Methyl-2-propanol
d) More than one is incorrect.
e) Each is a correct name.
Answer: B
Topic: Nomenclature
Section: 11.1
Difficulty Level: Medium
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