83.
Which of the following compounds will display five signals in the 13C NMR spectrum?
Br
Br
Br
Br
Br
Br
Br
Br
III III IV
A)
I
B)
II
C)
III
D)
IV
E)
none of these
84.
Which of the following 13C NMR chemical shifts corresponds to Ca in the following
compound?
O
a
A)
120 ppm
B)
145 ppm
C)
159 ppm
D)
200 ppm
E)
none of these
Ans:
C
Ans:
A
85.
Which of the following compounds is consistent with the following 13C NMR spectrum?
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A)
I
B)
II
C)
III
D)
IV
E)
none of these
Ans:
A
86.
Which of the following compounds is consistent with the following 13C NMR spectrum?
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OH
HO
OH
III III OH
IV
A)
I
B)
II
C)
III
D)
IV
E)
none of these
Ans:
D
87.
Which of the following compounds is consistent with the following 13C NMR spectrum?
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Cl
Cl Cl
III III
A)
I
B)
II
C)
III
D)
none of these
Ans:
C
88.
Which of the following compounds is consistent with the following 13C NMR spectrum?
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OH
HO
OH
I II III
OH
IV
A)
I
B)
II
C)
III
D)
IV
E)
none of these
89.
Which of the following display a signal in the DEPT-90 13C NMR spectroscopy?
A)
CH3
B)
CH2
C)
CH
D)
C
E)
none of these
Ans:
C
Ans:
C
90.
Which of the following displays a negative signal in the DEPT-135 13C NMR
spectroscopy?
A)
CH3
B)
CH2
C)
CH
D)
C
E)
none of these
91.
Which of the following does not display a signal in the DEPT-135 13C NMR
spectroscopy?
A)
CH3
B)
CH2
C)
CH
D)
C
E)
none of these
Ans:
D
92.
Which of the following compounds will not display a carbonyl carbon signal in the
DEPT-90 and DEPT-135 13C NMR spectroscopy?
H
O
O
O
N
H
O
III III
A)
I
B)
II
C)
III
D)
II & III
E)
none of these
Ans:
D
Ans:
B
93.
A compound with molecular formula C5H10Br2 displays the following 13C NMR along
with the DEPT-90 and DEPT-135 13CNMR spectrum. What is the structure for this
compound?
94.
A compound with molecular formula C7H7Br displays the following 13C NMR along
with the DEPT-90 and DEPT-135 13CNMR spectrum. What is the structure for this
compound?
DEPT-90
DEPT-135
DEPT-90
DEPT-135
Broadband decoupled
Broadband decoupled
95.
A compound with molecular formula C11H14O displays the following IR, 1HNMR and
13CNMR spectrum. Propose a structure for this compound.
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Three spectra above: courtesy of SDBS: National Institute of Advanced Industrial Science and Technology
96.
A compound with molecular formula C7H14O2 displays the following IR, 1HNMR and
13CNMR spectrum. Propose a structure for this compound.
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Three spectra above: courtesy of SDBS: National Institute of Advanced Industrial Science and Technology
1
2
2
6
3
97.
A compound with molecular formula C5H7NO2 displays the following IR, 1HNMR and
13CNMR spectrum. Propose a structure for this compound.
SDBS: National Institute of Advanced Industrial Science and Technology
SDBS: National Institute of Advanced Industrial Science and Technology
SDBS: National Institute of Advanced Industrial Science and Technology
98.
Propose a structure for a compound with molecular formula C5H10O that fits the
following spectroscopic data.
IR:1720cm-1
1H NMR: 1.1 (doublet, I=6), 2.1 (singet, I=3), 2.7 (septet, I=1)
13C NMR: 15, 22, 45, 210
99.
Propose a structure for a compound with molecular formula C8H19N that fits the
following spectroscopic data.
IR: 3400cm-1
1H NMR: 0.9 (triplet, I=6), 1.1 (singlet, I=1, exchanges with D2O), 1.3 (sextet, I=4),
1.4 (quintet, I=4), 2.6 (triplet, I=4)
13C NMR: 13.7, 20.5, 30.4, 49.2
100.
Propose a structure for a compound with molecular formula C5H12O2 that fits the
following spectroscopic data.
IR: 1200cm-1
1H NMR: 1.4 (singlet, I=6), 3.2 (singlet, I=6)
13C NMR: 28, 45, 100
101.
Propose a structure for a compound with molecular formula C6H10O that fits the
following spectroscopic data.
IR: 3400 cm-1(broad), 3250 cm-1(sharp), 2150 cm-1
1H NMR: 1.0 (triplet, I=3), 1.5 (singlet, I=3), 1.6 (quartet, I=2), 2.5 (singlet, I=1),
3.4 (singlet, I=1)
13C NMR: 5, 26, 35, 67, 69
102.
Propose a structure for a compound with molecular formula C8H15ClO3 that fits the
following spectroscopic data.
IR: 1780 cm-1, 1150 cm-1
1H NMR: 1.1 (triplet, I=6), 1.9 (quartet, I=2), 2.8 (triplet, I=2), 3.4 (quartet, I=4),
4.2 (triplet, I=1)
13C NMR: 15, 31, 38, 57, 100, 173
103.
A compound with molecular formula C3H6O2 displays the following IR, 1HNMR and
13CNMR spectrum. Propose a structure for this compound.
DEPT-90
DEPT-135
Broadband decoupled
104.
A compound with molecular formula C6H12O displays the following IR, 1HNMR and
13CNMR spectrum. Propose a structure for this compound.
DEPT-135
1
DEPT-90
Broadband decoupled
105.
A compound with molecular formula C6H4Cl2O displays the following IR, 1HNMR and
13CNMR spectrum. Propose a structure for this compound.
DEPT-90
DEPT-135
Broadband decoupled