Unlock document.
This document is partially blurred.
Unlock all pages and 1 million more documents.
Get Access
47.
Predict the product(s) for the following reaction.
CH3OH
HCl
-D-galactopyranose
48.
Predict the product(s) for the following reaction.
O
OH
HO
OH
OCH3
OH
H3O+
O
OH
HO
OH
OH
OH
O
OH
HO
OH
OH
OH
OH
OH
HO
OH
OH
OH
C
OHH
HHO
HHO
OHH
CH2OH
O H
III III
IV
A)
B)
C)
V
D)
IV
E)
I, II & IV
49.
D-glucose & D-galactose are ______ epimers of each other.
A)
C-1
B)
C-2
C)
C-3
D)
C-4
E)
C-5
50.
D-ribulose & D-xylulose are ______epimers of each other.
A)
C-1
B)
C-2
C)
C-3
D)
C-4
E)
C-5
51.
When D-glucose is treated with aqueous NaOH it undergoes_______.
A)
mutarotation
B)
oxidation
C)
glycoside formation
D)
epimerization
E)
none of these
52.
Predict the product(s) for the following reaction.
NaBH4
H2O
D-galactose
C
OHH
HHO
HHO
OHH
C
O OH
OHO
IV
CH3
OHH
HHO
HHO
OHH
CH2OH
I
C
OHH
HHO
HHO
OHH
CH2OH
O OH
II
CH2OH
OHH
HHO
HHO
OHH
CH2OH
III
A)
I
B)
II
C)
III
D)
IV
E)
II & IV
53.
Predict the product(s) for the following reaction.
NaBH4
H2O
D-fructose
CH2OH
HH
HHO
HHO
OHH
CH2OH
IV
CH2OH
OHH
HHO
OHH
OHH
CH2OH
I
CH2OH
OHH
HHO
HHO
OHH
CH2OH
II
CH2OH
HHO
HHO
OHH
OHH
CH2OH
III
CH2OH
OHH
OHH
OHH
OHH
CH2OH
V
A)
I
B)
II
C)
I & III
D)
IV
E)
I &V
54.
Which of the following D-aldoses will produce an optically inactive product when
treated with NaBH4/H2O?
C
OHH
OHH
HHO
OHH
CH2OH
O H
IV
C
OHH
HHO
OHH
OHH
CH2OH
I
C
HHO
HHO
OHH
OHH
CH2OH
O H
II
C
OHH
OHH
OHH
OHH
CH2OH
III
O H O H
A)
I
B)
II
C)
III
D)
IV
E)
none of these
55.
When D-threose is treated with NaBH4/H2O, it forms
A)
a racemic mixture of alditols
B)
a meso alditol
C)
an optically active alditol
D)
an optically active aldonic acid
E)
none of these
56.
Which of the following compound(s) would give a positive Tollen’s test?
O
OH
HO
OH
OH
O
OCH3
HO
OH
HO
OH
III
O
OCH3
H3CO
OCH3
H3CO
OCH3
O
OH
OH
OCH3
OH
OH
IV
III
OH
A)
I
B)
II
C)
III
D)
IV
E)
I & II
57.
Which one of the following compounds is a non reducing sugar?
O
OH
HO
OH
OH
OH
O
OCH3
HO
OH
HO
OH
III
O
OH
OH
OCH3
OH
OH
IV
III
CH2OH
OH
CH2OH
OH
OH
O
A)
I
B)
II
C)
III
D)
IV
E)
none of these
58.
Which one of the following compounds would give a positive test with Benedict’s
solution?
O
OCH3
H3CO
OCH3
OCH3
OCH3
O
OCH3
HO
OH
HO
OH
III
O
OH
OH
OCH3
OH
OH
IV
III
CH2OH
OCH3
CH2OH
OH
OH
O
A)
I
B)
II
C)
III
D)
IV
E)
none of these
59.
Predict the product(s) for the following reaction.
D-mannose Br2/H2O
C
HHO
HHO
OHH
OHH
C
O OH
OHO
C
HHO
HHO
OHH
OHH
C
O H
OHO
C
HHO
HHO
OHH
OHH
CH2OH
O OH
C
HHO
HHO
HHO
OHH
C
O H
HO
III III IV V
C
OHH
HHO
OHH
OHH
CH2OH
O OH
A)
I
B)
II
C)
III
D)
IV
E)
V
60.
Predict the product(s) for the following reaction.
D-xylose Br2/H2O
61.
Predict the product(s) for the following reaction.
D-galactose HNO3
C
OHH
HHO
HHO
OHH
C
O OH
OHO
C
HHO
HHO
OHH
OHH
C
O OH
OHO
C
OHH
HHO
HHO
OHH
CH2OH
O OH
C
HHO
HHO
HHO
OHH
C
O OH
OHO
III III IV V
C
OHH
HHO
OHH
OHH
CH2OH
O OH
A)
I
B)
II
C)
III
D)
IV
E)
V
62.
When D-ribose is treated with nitric acid, it forms
A)
a racemic mixture of aldonic acids
B)
a meso aldaric acid
C)
an optically active aldaric acid
D)
an optically active aldonic acid
E)
a meso aldonic acid
63.
Which of the following compound(s) would produce an optically active aldaric acid?
C
HHO
OHH
HHO
CH2OH
O H
C
OHH
HHO
OHH
CH2OH
O H
C
OHH
HHO
HHO
CH2OH
O H
C
HHO
HHO
HHO
CH2OH
O H
III III IV V
C
OHH
OHH
OHH
CH2OH
O H
A)
I
B)
II
C)
III
D)
IV
E)
V
64.
Predict the product(s) for the following reaction.
D-fructose HNO3
65.
Provide the reagents necessary to carry out the following conversion.
C
HHO
OHH
HHO
CH2OH
O H
C
HHO
OHH
HHO
CH2OH
O OH
A)
Br2/H2O
B)
NaOH/H2O
C)
HNO3
D)
Ag+/NH3/H2O
E)
A & D
66.
Which of the following compound(s) would produce D-glucose and D-mannose when
treated with HCN followed by H2/Pd/BaSO4/H2O?
C
HHO
OHH
HHO
CH2OH
O H
C
OHH
OHH
OHH
CH2OH
O H
C
OHH
HHO
HHO
CH2OH
O H
C
HHO
HHO
OHH
CH2OH
O H
C
HHO
OHH
OHH
CH2OH
O H
III III IV V
A)
I
B)
II
C)
III
D)
IV
E)
V
67.
Predict the product(s) for the following Kiliani-Fischer synthesis.
D-ribose 1. HCN
2. H2/Pd/BaSO4/H2O
C
OHH
OHH
OHH
OHH
CH2OH
O H
C
HHO
HHO
OHH
OHH
CH2OH
O H
C
OHH
HHO
HHO
OHH
CH2OH
O H
C
HHO
OHH
OHH
OHH
CH2OH
O H
III III IV V
C
OHH
HHO
OHH
OHH
CH2OH
O H
A)
I & V
B)
II & IV
C)
I & III
D)
III & IV
E)
II & V
68.
Which aldose would produce D-ribose and D-arabinose when subjected to Kiliani-
Fischer synthesis?
A)
D-threose
B)
D-xylose
C)
D-erythrose
D)
D-allose
E)
D-Lyxose
69.
Predict the product(s) for the following Kiliani-Fischer synthesis.
D-lyxose
1. HCN
2. H2/Pd/BaSO4/H2O
C
HHO
HHO
OHH
CH2OH
O H
A)
D-ribose & D-arabinose
B)
D-glucose & D-galactose
C)
D-altose & D-mannose
D)
D-galactose & D-talose
E)
D-gulose & D-iodose
70.
Provide the reagents necessary to carry out the following Kiliani-Fischer synthesis.
C
HHO
HHO
OHH
O H
C
OHH
HHO
HHO
O H
C
HHO
HHO
HHO
O H
H OH
CH2OH
H OH
CH2OH
CH2OH
+
A)
1. HCN, 2. H2/Pd/BaSO4/H2O
B)
1. NaBH4/H2O, 2. CH3OH/HCl
C)
excess CH3I/Ag2O
D)
1. NH2OH, 2. acetic anhydride, 3. NaOCH3
E)
1. Br2/H2O, 2. NaBH4/H2O
71.
Which of the following compound(s) would produce D-glucose and D-mannose when
subjected to Kiliani-Fischer synthesis?
C
HHO
OHH
HHO
CH2OH
O H
C
OHH
OHH
OHH
CH2OH
O H
C
OHH
HHO
HHO
CH2OH
O H
C
HHO
HHO
OHH
CH2OH
O H
C
HHO
OHH
OHH
CH2OH
O H
III III IV V
A)
I
B)
II
C)
III
D)
IV
E)
V
72.
Predict the product(s) for the following Wohl degradation.
NH2OH O
O O
NaOCH3
D-galactose
C
HHO
OHH
HHO
CH2OH
O H
C
OHH
OHH
OHH
CH2OH
O H
C
OHH
HHO
HHO
CH2OH
O H
C
HHO
HHO
OHH
CH2OH
O H
C
HHO
OHH
OHH
CH2OH
O H
III III IV V
A)
I
B)
II
C)
III
D)
IV
E)
V
73.
Predict the product(s) for the following Wohl degradation.
NH2OH O
O O
NaOCH3
D-gulose
C
HHO
OHH
HHO
CH2OH
O H
C
OHH
OHH
OHH
CH2OH
O H
C
OHH
HHO
OHH
CH2OH
O H
C
HHO
HHO
OHH
CH2OH
O H
C
HHO
OHH
OHH
CH2OH
O H
III III IV V
A)
I
B)
II
C)
III
D)
IV
E)
V
74.
Predict the product(s) for the following reaction.
NH2OH O
O O
NaOCH3
D-xylose
