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71.
Provide the reagents necessary to carry out the following conversion.
COH
CN
O
72.
Provide the reagents necessary to carry out the following conversion.
NH2
CH3
COH
O
BrBr
73.
Provide a stepwise synthesis to carry out the following conversion.
CH2NH2
74.
Provide a stepwise synthesis to carry out the following conversion.
BrBr
I
75.
Provide the reagents necessary to carry out the following conversion.
NH2
Br Br
NO2
BrBr
Br
76.
Predict the major product for the following reaction.
NH2
OCH2CH3
CH3
NaNO2/HCl
< 50 C
2
77.
Predict the major product for the following reaction.
NH2
NaNO2/HCl
< 50C
N(CH3)2
N
N
N(CH3)2
N
NN(CH3)2
III
N(CH3)2
III
N(CH3)2
O2N
IV
2
A)
I
B)
II
C)
III
D)
IV
E)
None of these
78.
Predict the major product for the following reaction.
4-chloroaniline NaNO2/HCl
<50C
4-ethylphenol
79.
Provide the reagents necessary to carry out the following conversion.
CH3
N
N
N(CH3)2
Cl
80.
Provide the reagents necessary to carry out the following conversion.
Cl
N
N
OCH3
81.
Predict the major product for the following reaction.
N
H
Br2
00C
N
Br
N
H
N
H
Br
N
H
Br N
Br
Br
III III IV V
A)
I
B)
II
C)
III
D)
IV
E)
V
82.
Predict the major product for the following reaction.
N
H
Br2
00C
N
Br
N
H
N
H
Br
N
H
Br N
Br
Br
III III IV V
A)
I
B)
II
C)
III
D)
IV
E)
V
83.
Predict the major product when pyridine is treated with a mixture of nitric acid and
sulfuric acid.
A)
3-nitropyridine
B)
2-nitropyridine
C)
4-nitropyridine
D)
2,3-dinitropyridine
E)
4-aminopyridine
84.
A compound with molecular formula C8H10BrN exhibits a singlet at 1.2 (I=2), a triplet
at 2.8 (I=2), a triplet at 3.0 (I=2), a doublet at 7.1 (I=2) and a doublet at 7.4 (I=2)
in its 1HNMR spectrum. Its IR spectrum shows two medium absorption bands near 3400
cm-1. What is the structure for this compound?
Br
NH2
NH2
Br
NH2
Br
NH2
Br
III III IV
Br
NH2
V
A)
I
B)
II
C)
III
D)
IV
E)
V
85.
A compound with molecular formula C6H15N exhibits a triplet at 0.9 (I=6), a singlet at
1.3 (I=1), a sextet at 1.5 (I=4), and a triplet at 2.6 (I=4) in its 1HNMR spectrum. Its
IR spectrum shows medium absorption band near 3400 cm-1. Its 13CNMR spectrum
showed peaks at 11, 25 and 52. What is the structure for this compound?
86.
A compound with molecular formula C4H11N exhibits a triplet at 0.9 (I=3), a doublet
at 1.1 (I=3), a quintet at 1.4 (I=2), a singlet at 1.7 (I=2) and a sextet at 2.8 (I=2)
in its 1HNMR spectrum. Its IR spectrum shows two medium absorption bands near
3400 cm-1. What is the structure for this compound?
87.
A compound with molecular formula C7H17N exhibits a triplet at 1.0 (I=3), a doublet
at 1.1 (I=6), a multiplet at 2.0 (I=1), a singlet at 2.3 (I=3), a doublet at 2.3 (I=2),
and a quartet at 2.4 (I=2) in its 1HNMR spectrum. Its 13CNMR spectrum showed
peaks at 13.4, 20, 27.9, 39.3, 49.5 and 65.2. What is the structure for this compound?
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