PRACTICE FIRST HOUR EXAM B ORGANIC CHEMISTRY 2210 1.

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PRACTICE FIRST HOUR EXAM B
1.
Which of the following bond angles is the LARGEST?
A.
B.
C.
D.
2.
H—O—H in H2 O
H—C—O in CH 3 OH
C—C—O in CH2 =CH-OH
C—O—C in CH 3 OCH 3
A compound with the formula C4 H8 O can belong to any of the following families of
organic compounds EXCEPT which one?
A. ketone
3.
ORGANIC CHEMISTRY 2210
B. carboxylic acid
C. ether
Which of the following compounds contains the MOST secondary hydrogen atoms?
A.
D.
What is the relationship between the structures shown?
and
A.
B.
C.
D.
5.
CH3
|
CHCH 2 CH3
B.
CH(CH 3 )2
C.
4.
D. alcohol
(CH3 )3 C(CH2 )3 CH(CH 3 )2
Different compounds that are isomers
Different compounds that are not isomers
The same compound
Resonance structures
Which of the following compounds has the highest boiling point?
A. CH3 CH2 CH2 OCH 3
B. CH3 CH2 CH2 CH3
C. CH3 —N—CH 3
D.
|
CH3
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CH3 CH2 CH2 —N—H
|
CH3
6.
What is the name of the compound shown?
CH2 CH(CH 3 )2
A.
B.
C.
D.
7.
7-tert-butylbicyclo[3.2.1]octane
6-isobutylbicyclo[3.2.1]octane
3-isobutylbicyclo[3.2.1]octane
2-tert-butylbicyclo[3.2.1]octane
What type of orbital is occupied by the nonbonding electron pairs in the molecule shown?
:O:
||
H—C—H
A. sp2
8.
B. sp3
C. s
D. p
What functional groups are present in the molecule shown?
O
O
N
O
A.
B.
C.
D.
9.
C-OH
||
O
Ester, amide, carboxylic acid
Amine, ketone, ester, carboxylic acid
Amide, ether, carboxylic acid, ketone
Ether, amide, carboxylic acid
In the structure shown, what are the formal charges on the nitrogen atom and the starred
oxygen atom, respectively?
..
:O:
CH3 —N
A. +1, 0
..O:
B. +1, -1
*
C. 0, 0
D. 0, -1
35
10.
Which of the compounds shown is the most soluble in water?
A.
11.
C.
O
D.
In the dinitramide ion (shown below without charges), what are the shape and approximate
bond angles of the portion of the molecule around the indicated atom?
:O:
:O:
.. | | .. | | ..
:O—N—N—N—O:
..
..
..
A.
B.
C.
D.
12.
Cl B.
Trigonal planar, 120˚
Trigonal pyramid, 120˚
Trigonal planar, 109.5˚
Trigonal pyramid, 109.5˚
The IR spectrum of the compound shown contains a peak in which of the following
regions?
OH
A.
B.
C.
D.
13.
1620-1680 cm-1
2100-2260 cm-1
3200-3550 cm-1
2220-2260 cm-1
Which of these is a pair of isomers?
H
H
A.
H
CH3
CH3
and
H
CH3
CH3
C.
B.
H
H
CH3
CH3
CH3
CH3
H3 C H
D. H
H
H
CH3
CH3
H
H3 C CH3
H and H
H CH3
36
H
and
H
H
and
H
H
H
H H
14.
What is the structure of 2,2-dimethylcycloheptanol?
B.
A.
OH
15.
D.
C.
OH
OH
OH
In the reaction shown, _____ is the conjugate _____ of CH3 OH.
KH + CH3 OH ------> H2 + CH3 OK
A.
B.
C.
D.
16.
H2 . . . acid
H2 . . . base
CH3 OK . . . acid
CH 3 OK . . . base
Which of the following compounds is a 3˚ alkyl halide?
H
H
A.
B.
CH3
17.
H
Br
D. (CH3 )3 CCH2 Br
C.
Cl
Cl
Which of the following compounds is both an ether and a ketone?
A.
O
||
B.
O
||
C.
O
||
O
D.
O
18.
What is the IUPAC name of the compound shown?
(CH3 )3 CCH2 CH2 CH2 CHOHCH(CH3 )2
A.
B.
C.
D.
6-tert-butyl-2-methyl-3-hexanol
4-tert-butyl-1-isopropyl-1-butanol
2,2,7-trimethyl-6-octanol
2,7,7-trimethyl-3-octanol
37
O
19.
Which of the following compounds is cis?
H
H
A.
Br
B.
CH3
20.
H
Br
H
Br
C.
CH3
H
H
Br
CH3
Br
D.
CH3
H
What is the IUPAC name of the compound shown?
OH
A.
B.
C.
D.
21.
Which of the following compounds is bicyclo[3.2.0]heptane?
A.
22.
2-Methyl-4-butanol
2-methylbutanol
3-methyl-1-butanol
3-methylbutanol
B.
C.
D.
Which of the following compounds is neopentylcyclopentane?
A.
CH2 C(CH3 )3
C.
CH2 CH3
|
C(CH3 )2
B.
CH2 CH2 CH(CH 3 )2
D.
CH3
|
CHCH 2 CH2 CH3
38
23.
What is the IUPAC name of the compound shown?
CH2 CH3
|
CH3 CHCHCH 2 CH2 CH3
|
OH
A.
B.
C.
D.
24.
3-methyl-4-heptanol
2-ethyl-3-hexanol
5-ethyl-4-hexanol
5-methyl-4-heptanol
What are the hybridizations of atoms 1 and 2, respectively?
1
2
N—CH 2 —CH=C=O
A. sp, sp2
25.
B. sp, sp3
C. sp2 , sp2
D. sp 2 , sp3
What kind of orbital is the one illustrated? Nuclei are indicated by solid dots, and the signs
of the wave functions are shown.
+
A. sigma (σ) atomic B. sigma (σ) molecular C. hybrid atomic D. hybrid molecular
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