Organic Chemistry
Carey/Giuliano
8th edition
Chapter 2
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Question 1
In the most stable conformation of butane,
what is the dihedral angle between the
methyl groups?
A) 109.5°
B) 60°
C) 120°
D) 180°
Question 2
How many hydrogens are in a molecule of
isobutane?
A) 6
B) 8
C) 10
D) 12
Question 3
How many isomeric hexanes exist?
A) 2
B) 3
C) 5
D) 6
Question 4
What is the approximate C-C-C bond angle of
propane (CH3CH2CH3)?
A) 90°
B) 109.5°
C) 120°
D) 180°
Question 5
The correct IUPAC name for 2-ethylpentane is:
A) n-heptane
B) 2-methylpentane
C) 2-methylhexane
D) 3-methylhexane
Question 6
The correct structure of 3-ethyl-2methylpentane is:
A)
B)
C)
D)
Question 7
In 3-ethyl-2-methylpentane, carbon #3 (marked
by a star) is classified as:
A) primary (1°)
B) secondary (2°)
C) tertiary (3°)
D) quaternary (4°)
Question 8
The second carbon of 2,2-dimethylbutane
(marked by a star) is classified as:
A) primary (1°)
B) secondary (2°)
C) tertiary (3°)
D) quaternary (4°)
Question 9
What is the correct IUPAC name for the
compound on the right?
A) 1-ethyl-2-methylcyclohexane
B) 2-ethyl-1-methylcyclohexane
C) 1-methyl-2-ethylcyclohexane
D) 2-methyl-1-ethylcyclohexane
Question 10
What is the correct IUPAC name for the
cycloalkane on the right?
A) undecane
B) cyclodecane
C) cycloundecane
D) cyclododecane
Question 11
Arrange octane, 2,2,3,3-tetramethylbutane and
2-methylheptane in order of increasing
boiling point.
A) 2,2,3,3-tetramethylbutane < octane < 2methylheptane
B) octane < 2-methylheptane < 2,2,3,3tetramethylbutane
C) 2,2,3,3-tetramethylbutane < 2methylheptane < octane
D) 2-methylheptane < 2,2,3,3tetramethylbutane < octane
Question 12
To carry out the reaction shown below we need:
CH3OH → H2C=O
A) an oxidizing agent
B) a reducing agent
Question 13
What is the hybridization of the starred carbon
in humulene (shown)?
A) sp
B) sp2
C) sp3
D) 1s2 2s2 2p2
Question 14
What is the hybridization of the starred carbon
of geraniol?
A) sp
B) sp2
C) sp3
D) 1s2 2s2 2p2
Question 15
The carbon skeleton shown at the bottom right
accounts for 9 carbon atoms. How many
other isomers of C10H22 that have 7
carbons in their longest continuous
chain can be generated by adding a single
carbon to various positions on this skeleton?
A) 2
B) 3
C) 4
D) 5
Question 16
How many primary carbons are in the molecule
shown at the bottom right?
A) 2
B) 3
C) 4
D) 5
Question 17
Which one contains the greatest number of
tertiary carbons?
A) 2,2-dimethylpropane
B) 3-ethylpentane
C) sec-butylcyclohexane
D) 2,2,5-trimethylhexane
Question 18
The systematic name for a sec-butyl group is:
A) 1-methylpropyl
B) 2-methylpropyl
C) 1,1-dimethylethyl
D) 1,2-dimethylethyl
Question 19
Which of the following is a 3-methylbutyl group?
A) CH3CH2CH2CH2CH2B) (CH3)2CHCH2CH2C) (CH3CH2)2CHD) (CH3)3CCH2-
Question 20
Which alkane has the highest boiling point?
A) hexane
B) 2,2-dimethylbutane
C) 2-methylpentane
D) 2,3-dimethylbutane
Answer Key – Chapter 2
1.
2.
3.
4.
5.
6.
7.
8.
9.
10.
D
C
C
B
D
B
C
D
A
C
11.
12.
13.
14.
15.
16.
17.
18.
19.
20.
C
A
C
B
B
C
C
A
B
A