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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
85.
Which of the following compounds is consistent with the following 13C NMR spectrum?
020406080100120140160180200
PPM
O
OO
O
I II III IV
A)
I
B)
II
C)
III
D)
IV
E)
none of these
86.
Which of the following compounds is consistent with the following 13C NMR spectrum?
01020304050607080
PPM
OH
HO
OH
III III OH
IV
A)
I
B)
II
C)
III
D)
IV
E)
none of these
87.
Which of the following compounds is consistent with the following 13C NMR spectrum?
0102030405060
PPM
Cl
Cl Cl
III III
A)
I
B)
II
C)
III
D)
none of these
88.
Which of the following compounds is consistent with the following 13C NMR spectrum?
01020304050607080
PPM
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
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
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
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.
020406080100120140160180200220
PPM
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.
020406080100120140160180
PPM
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
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