TEST BANK FOR Organic Chemistry 11th Ed by Graham Solomons, Craig Fryhle and Scott (CHAPTER 16)

Package Title: Solomons Test Bank
Course Title: Solomons 11e
Chapter Number: 16
Question type: Multiple Choice
1) What is the correct IUPAC name for the following compound? O
a) 2-Methyl-5-heptanone
b) 7-Methyl-4-octanone
c) 6-Isopropyl-4-octanone
d) Isobutyl propyl ketone
e) 1,1-Dimethyl-4-heptanone
Answer: B
Topic: Nomenclature
Section: 16.2
Difficulty Level: Easy
2) What is the correct structure for 7-methyl-4-octanone? OOOOIIIIIIIVVO
a) I
b) II
c) III
d) IV
e) V
Answer: D
Topic: Nomenclature
1
Section: 16.2
Difficulty Level: Easy
3) What is the correct IUPAC name for the following compound? O
a) 5,5-Dimethyl-2-heptanone
b) 5-Ethyl-5,5-dimethyl-Methyl-2-octanone
c) 5-Ethyl-5-methyl- 2-hexanone
d) 5,5-Dimethyl-2-octanone
e) 3,3-Dimethyl-6-heptanone
Answer: A
Topic: Nomenclature
Section: 16.2
Difficulty Level: Easy
4) What is the correct structure for 5,5-dimethyl-2-heptanone?
IIIIIIIVVOHOOOO
a) I
b) II
c) III
d) IV
e) V
Answer: B
Topic: Nomenclature
Section: 16.2
Difficulty Level: Easy
2
5) A correct name for the following compound would be which of those below?
HO
a) 2,5-Dimethyl-6-hexanal
b) 2,5-Dimethylhexanal
c) 2-Aldehydoisohexane
d) 3,5-Dimethylheptanone
e) 1-Hydro-2,5-dimethyl-1-hexanone
Answer: B
Topic: Nomenclature
Section: 16.2
Difficulty Level: Easy
6) What is the correct structure for 2,5-dimethylhexanal?
IIIIIIIVVHOOOHOHO
a) I
b) II
c) III
d) IV
e) V
Answer: D
Topic: Nomenclature
Section: 16.2
Difficulty Level: Easy
7) What is the correct IUPAC name for the following compound? 3
O
a) 5,5-Dimethyl-2-heptanone
b) 5-Ethyl-5,5-dimethyl-Methyl-2-octanone
c) 5,5-Dimethylcycloheptanone
d) 4,4-Dimethylcycloheptanone
e) 3,3-Dimethylcycloheptanone
Answer: D
Topic: Nomenclature
Section: 16.2
Difficulty Level: Medium
8) What is the correct IUPAC name for the following compound? O
a) 2,4-dimethyl-2-pentenone
b) 2,5-dimethylcyclopenten-3-one
c) 2,4-dimethylcyclopent-2-enone
d) 3,5-dimethylcyclopent-2-enone
e) 2-methyl-5-methylcyclopent-2-enone
Answer: C
Topic: Nomenclature
Section: 16.2
Difficulty Level: Medium
9) What is the correct IUPAC name for the following compound? O 4
a) 1,1,2-Trimethyl-1,3-hexenone
b) 1,2-Dimethyl-1,3-hexenone
c) 2,3-Dimethyl-1,3-heptenone
d) 2,3-Dimethyl-2-hepten-4-one
e) 5,6-Dimethyl-5-hepten-4-one
Answer: D
Topic: Nomenclature
Section: 16.2
Difficulty Level: Medium
10) What is the correct structure for 2,3-dimethyl-2-hepten-4-one? OOOOOIIIIIIIVV
a) I
b) II
c) III
d) IV
e) V
Answer: E
Topic: Nomenclature
Section: 16.2
Difficulty Level: Medium
11) A correct name for C6H5CH2CH2CHO is?
a) 3-Benzylpropanone
5
b) 3-Phenylpropanal
c) 3-Benzylpropanal
d) Nonanone
e) Nonanal
Answer: B
Topic: Nomenclature
Section: 16.2
Difficulty Level: Medium
12) What is the correct structure for 3-phenylpropanal? OOOHHOOIIIIIIIVV
a) I
b) II
c) III
d) IV
e) V
Answer: E
Topic: Nomenclature
Section: 16.2
Difficulty Level: Medium
13) What is the correct structure for 5-hydroxy-2-phenyl-3-hexanone? 6
OHOOHPhPhOHOPhPhOHOPhHOOHIIIIIIIVVO
a) I
b) II
c) III
d) IV
e) V
Answer: C
Topic: Nomenclature
Section: 16.2
Difficulty Level: Medium
14) Which is the proper name for the structure shown?
CHOCH3Cl
a) 2-Chloro-5-aldehydotoluene
b) 6-Chloro-3-aldehydotoluene
c) 2-Methyl-4-aldehydochlorobenzene
d) 4-Chloro-3-methylbenzaldehyde
e) 4-Methyl-5-chloro-2-benzaldehyde
Answer: D
Topic: Nomenclature
Section: 16.2
Difficulty Level: Medium
15) What is the correct structure for 4-chloro-3-methylbenzaldehyde? 7
HOHOHOHOClClClClHOClIIIIIIIVV
a) I
b) II
c) III
d) IV
e) V
Answer: A
Topic: Nomenclature
Section: 16.2
Difficulty Level: Medium
16) What is the correct structure for 3-methyl-5-(2,5-dinitrophenyl)pentanal? 8
OHOHOHONO2O2NO2NHOO2NO2NNO2NO2NO2NO2NO2IIIIIIIVV
a) I
b) II
c) III
d) IV
e) V
Answer: B
Topic: Nomenclature
Section: 16.2
Difficulty Level: Medium
17) What is the correct structure for 3-methyl-5-(4-chlorophenyl)hexanal? 9
HHHHClOClOOClClOClOIIIIIIIVV
a) I
b) II
c) III
d) IV
e) V
Answer: D
Topic: Nomenclature
Section: 16.2
Difficulty Level: Medium
18) What is the correct structure for 7-bromo-1-octyn-4-one? BrOOBrOBrBrOOBrIIIIIIIVV
10
a) I
b) II
c) III
d) IV
e) V
Answer: A
Topic: Nomenclature
Section: 16.2
Difficulty Level: Medium
19) What is the correct IUPAC name for the following compound? OBr
a)2-Methyl-2-bromobutanone
b)(S)-2-Bromo-2-methylcyclobutanone
c)(R)-2-Bromo-2-methylcyclobutanone
d) (S)-1-Bromo-1-methyl-2-cyclobutanone
e)(R)-1-Bromo-1-methyl-2-cyclobutanone
Answer: B
Topic: Nomenclature
Section: 16.2
Difficulty Level: Hard
20) What is the correct IUPAC name for the following compound?
a)2-Bromobutanone
b)(S)-2-Bromo-cyclobutanone
c)(R)-2-Bromo-cyclobutanone
d) (S)-1-Bromo-2-cyclobutanone
e)(R)-1-Bromo-2-cyclobutanone
Answer:C
11
Topic: Nomenclature
Section: 16.2
Difficulty Level: Hard
21) What is the correct IUPAC name for the following compound? OClH
a) (S)-3-chloro-1-hexanone
b) (S)-1-chloro-3-hexanone
c) (R)-3-chlorocyclohexanone
d) (S)-3-chlorocyclohexanone
e) (S)-1-chloro-3-cyclohexanone
Answer: D
Topic: Nomenclature
Section: 16.2
Difficulty Level: Hard
22) What is the correct IUPAC name for the following compound?
a) (S)-3-chloro-1-hexanone
b) (S)-1-chloro-3-hexanone
c) (R)-3-chlorocyclohexanone
d) (S)-3-chlorocyclohexanone
e) (S)-1-chloro-3-cyclohexanone
Answer:C
Topic: Nomenclature
Section: 16.2
Difficulty Level: Hard
12
23) What is the correct IUPAC name for the following compound?
a) (1S, 4R)-bicyclo[2.2.1]hexan-2-one
b) (1S, 4R)-bicyclo[2.1.2]heptan-2-one
c) (1S, 4R)-bicyclo[2.2.1]heptan-2-one
d) (1R, 4S)-bicyclo[2.1.1]heptan-2-one
e) (1S, 4S)-bicyclo[2.1.2]heptan-2-one
Answer:C
Topic: Nomenclature
Section: 16.2
Difficulty Level: Hard
24) What is the correct IUPAC name for the following compound?
a) bicyclo[1.1.0]butan-2-one
b) bicyclo[1.0.1]butan-2-one
c) bicyclo[1.1.0]pentan-2-one
d) bicyclo[0.1.1]butan-2-one
e) bicyclo[1.0.1]pentan-2-one
Answer:A
Topic: Nomenclature
Section: 16.2
Difficulty Level: Hard
25) What is the correct IUPAC name for the following compound? 13
a) bicyclo[1.1.1]pentan-2-one
b) bicyclo[1.1.0]pentan-2-one
c) cyclopentanone
d) methylenepentan-2-one
e) bicyclo[1.0.1]pentan-2-one
Answer:B
Topic: Nomenclature
Section: 16.2
Difficulty Level: Hard
26) What is the IUPAC name for CH3CHOHCH2CCHOC6H5CH3 ?
a) 4-Oxo-5-phenyl-2-hexanol
b) 5-Hydroxy-2-phenyl-3-hexanone
c) 2-Hydroxy-5-phenyl-4-hexanone
d) 2-Hydroxypropyl-1-phenylethyl ketone
e) 5-Hydroxy-3-keto-2-phenylhexane
Answer: B
Topic: Nomenclature
Section: 16.2
Difficulty Level: Hard
27) Which is the proper name for the structure shown? O2NNO2O
a) 3-Methyl-5-(1,4-dinitrobenzyl)-1-pentanal
b) 3-Methyl-1-(2,5-dinitrophenyl)-5-pentanal
c) 3-Methyl-5-(2,5-dinitrophenyl)pentanal
d) 3-Methyl-5-(2,5-dinitrophenyl)pentanaldehyde
e) 3-Methyl-5-(2,5-dinitrophenyl)pentaldehyde
Answer: C
Topic: Nomenclature
14
Section: 16.2
Difficulty Level: Hard
28) Which is the proper name for the structure shown? OCl
a) 3,5-Dimethyl-5-(4-chlorobenzyl)-1-pentanal
b) 3-Methyl-5-(4-chlorophenyl)hexanol
c) 3,5-Dimethyl-5-(4-chlorophenyl)-1-pentanaldehyde
d) 3-Methyl-5-(4-chlorophenyl)-hexanaldehyde
e) 3-Methyl-5-(4-chlorophenyl)hexanal
Answer: E
Topic: Nomenclature
Section: 16.2
Difficulty Level: Hard
29) Which is the proper name for the structure shown below? BrO
a) 7-Bromo-1,4-octynal
b) 7-Bromo-1,4-octynone
c) 2-Bromo-5,7-octynal
d) 7-Bromo-7-methyl-1-heptyne-3-ketone
e) 7-Bromo-1-octyn-4-one
Answer: E
Topic: Nomenclature
Section: 16.2
Difficulty Level: Hard
30) What is the correct structure for (R)-7-bromo-1-octyn-4-one?
15
BrOOBrBrOOBrIIIIIIIVVBrO
a) I
b) II
c) III
d) IV
e) V
Answer: A
Topic: Nomenclature
Section: 16.2
Difficulty Level: Hard
31) What is the correct structure for (S)-7-bromo-1-octyn-4-one? BrOOBrBrOOBrIIIIIIIVVBrO
a) I
b) II
c) III
d) IV
e) V
Answer: C
16
Topic: Nomenclature
Section: 16.2
Difficulty Level: Hard
32) Which is the IUPAC name for the structure shown below? OBrH
a) (R)-5-Bromo-2-heptanal
b) (S)-5-Bromo-2-heptanal
c) (R)-5-Bromo-2-heptanone
d) (S)-5-Bromo-2-heptanone
e) (R)-3-Bromopentyl methyl ketone
Answer: C
Topic: Nomenclature
Section: 16.2
Difficulty Level: Hard
33) Which is the IUPAC name for the structure shown below? HBrO
a) (R)-5-Bromo-2-heptanal
b) (S)-5-Bromo-2-heptanal
c) (R)-5-Bromo-2-heptanone
d) (S)-5-Bromo-2-heptanone
e) (R)-3-Bromopentyl methyl ketone
Answer: D
Topic: Nomenclature
Section: 16.2
Difficulty Level: Hard
34) What is the correct structure for (R)-5-bromo-2-heptanone? 17