80.
Which of the following compounds will produce a prominent (M-18) peak in the mass
spectrum?
A)
2-methylheptane
B)
1-heptanol
C)
heptanamine
D)
heptanal
E)
none of these
B
81.
Which of the following compounds will produce a prominent (M-15) peak in the mass
spectrum?
A)
2-methylheptane
B)
1-heptanol
C)
heptanamine
D)
1-chloroheptane
E)
none of these
A
82.
Which of the following is not a prominent peak in the mass spectrum of 2-methyl-2-
pentanol?
A)
(M-15)
B)
(M-18)
C)
(M-29)
D)
(M-16)
E)
none of these
D
83.
Which of the following compounds will have a prominent peak at (M-127)?
A)
CH3CH2CH2I
B)
(CH3CH2)3CCH2Cl
C)
(CH3)3CCH2CH2Br
D)
(CH3)2CHCH(CH3)2
E)
none of these
84.
Which of the following compounds will have a base peak at m/z=43?
A)
CH3CH2CH2CH2CH2CH3
B)
(CH3CH2)2CHCH3
C)
(CH3)3CCH2CH3
D)
(CH3)2CHCH(CH3)2
E)
none of these
D
85.
Which of the following is the base peak in the mass spectrum of 2,2,4-trimethylpentane?
A)
114
B)
57
C)
42
D)
29
E)
none of these
B
A
86.
Which of the following is expected to be the base peak in the mass spectrum of
CH3(CH2)4OH?
A)
88
B)
55
C)
42
D)
31
E)
none of these
87.
Which of the following is expected to be the base peak in the mass spectrum of 2-
methyl-2-butanol?
A)
73
B)
55
C)
43
D)
31
E)
59
E
88.
Which of the following is expected to be the base peak in the mass spectrum of
CH3CH2NH2?
A)
15
B)
28
C)
30
D)
45
E)
none of these
C
C
89.
Provide the structures of the fragments that result when the molecular ion of 2-
heptanone undergoes fragmentation via McLafferty rearrangement.
90.
Provide the structure of the major fragment that results when the molecular ion of
(CH3)2CHCH2CH2NH2 undergoes fragmentation.
91.
Provide the structure of the major fragment that results when the molecular ion of
CH3CH2CH2CH2OH undergoes fragmentation via alpha cleavage.
92.
Which of the following is expected to be the base peak in the mass spectrum of
pentanal?
CH3CH2CH2CH2CH
O
pentanal
A)
29
B)
41
C)
44
D)
58
E)
86
93.
Which one of the following compounds is consistent with the mass spectrum below?
SDBS: National Institute of Advanced Industrial Science and Technology
A)
CH3CH2CH(CH3)2
B)
CH3CHOHCH2CH3
C)
CH3CH2OCH2CH3
D)
CH3CH2NHCH2CH3
E)
none of these
D
94.
Which one of the following compounds is consistent with the mass spectrum below?
SDBS: National Institute of Advanced Industrial Science and Technology
A)
CH3CH2CH(CH3)2
B)
CH3CHOHCH2CH3
C)
CH3CH2OCH2CH3
D)
CH3CH2NHCH2CH3
E)
none of these
95.
Which one of the following compounds is consistent with the mass spectrum below?
SDBS: National Institute of Advanced Industrial Science and Technology
A)
CH3CH2CH(CH3)2
B)
CH3CHOHCH2CH3
C)
CH3CH2OCH2CH3
D)
CH3CH2NHCH2CH3
E)
none of these
B
96.
High-resolution mass spectrometry is used to determine the _____ of a compound.
A)
degree of unsaturation
B)
molecular formula
C)
molecular weight
D)
B & C
E)
none of these
B
97.
How will you distinguish between the following compounds using high-resolution mass
spectrometry?
II
I
O
OCl
Compound I: m/z at 102.0678
Compound II: m/z at 102.0235
98.
How will you distinguish between the following compounds using high-resolution mass
spectrometry?
OH
III
Compound II: m/z at 98.1092
99.
GC-mass spectrometry is used to find the _________ of each compound in a
__________.
A)
molecular formula, mixture of alkanes
B)
molecular weight, mixture of compounds
C)
molecular formula, mixture of compounds
D)
B & C
E)
none of these
100.
Electrospray ionization is used to obtain mass spectra of proteins because:
A)
it allows for faster fragmentation of molecular ion
B)
the molecular ion usually does not undergo fragmentation
C)
it allows for slow fragmentation of molecular ion
D)
none of these
B
101.
Calculate the degree of unsaturation for C9H11N.
A)
4
B)
6
C)
2
D)
5
E)
none of these
D
B
102.
Calculate the degree of unsaturation for C14H14N2O.
A)
4
B)
6
C)
8
D)
10
E)
9
103.
Calculate the degree of unsaturation for C11H8ClBrO.
A)
4
B)
6
C)
7
D)
8
E)
10
C
104.
Calculate the degree of unsaturation for C5H5Br2NO.
A)
4
B)
6
C)
2
D)
3
E)
7
D
E
105.
Which of the following compounds have the same degree of unsaturation?
C8H10BrIOC5H5Br2NO C6H5Br
IIII
II
C9H11NO
IV
A)
I & II
B)
I & III
C)
III & IV
D)
II & III
E)
none of these
106.
Propose a possible structure for a compound with molecular formula C6H5Br
107.
Propose all possible structures for a compound with molecular formula C4H9N that
shows two medium absorptions at 3400 cm-1 and no absorption in the range of 1600-
1800 cm-1 in its IR spectrum.
108.
Propose possible structure(s) for a compound with molecular formula C4H7N that shows
absorption at 2250 cm-1 in its IR spectrum.
B
109.
Propose a possible structure for a compound with molecular formula C5H8O2 that shows
absorption at 1720 cm-1 and no absorption in the range of 1500-1700 cm-1 or 2600-2800
cm-1 in its IR spectrum.