Benedict's test.

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter20: Carbohydrates
Section: Chapter Questions
Problem 20.49P
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Predict whether each of the monosaccharides shown below would give a positive or negative Benedict's test.
a)
c)
CH₂OH
T
O=C
HO
H
H
OH
CH₂OH
negative
Except for fructose,
ketoses give negative
Benedict's tests.
b)
O=C
HO
fructose
CH₂OH
H
H
H
OH
OH
CH₂OH
Although fructose is a ketose (not an
aldose), it gives a positive Benedict's
test result. The reason for this is that
when fructose is in a hot basic
solution, it will undergo either of two
rearrangement reactions (shown in
your lecture notes), in which it is
converted to glucose or mannose. It
is actually the glucose and mannose
aldoses, not fructose, that are
subsequently oxidized to produce a
color change in Benedict's test.
H
HO
H
HO
H
OH
H
OH
H
CH₂OH
positive
Aldoses give positive
Benedict's tests
Transcribed Image Text:Predict whether each of the monosaccharides shown below would give a positive or negative Benedict's test. a) c) CH₂OH T O=C HO H H OH CH₂OH negative Except for fructose, ketoses give negative Benedict's tests. b) O=C HO fructose CH₂OH H H H OH OH CH₂OH Although fructose is a ketose (not an aldose), it gives a positive Benedict's test result. The reason for this is that when fructose is in a hot basic solution, it will undergo either of two rearrangement reactions (shown in your lecture notes), in which it is converted to glucose or mannose. It is actually the glucose and mannose aldoses, not fructose, that are subsequently oxidized to produce a color change in Benedict's test. H HO H HO H OH H OH H CH₂OH positive Aldoses give positive Benedict's tests
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