). A boxcar problem: H H- H H OH -OH -OH CH₂OH HO H- H -Н OH -OH H- CH₂OH D-Arabinose НО H OH -Н -OH HO НО H- H CH₂OH D-Ribose D-Xylose a. A D-aldopentose I can be oxidized with nitric acid to give an optically inactive acid II. What are two possible structures for II? What are the two possible aldopentoses I? The D-aldopentose I produces two different aldohexoses on chain lengthening by Kiliani Fischer to give two compounds III & IV. Compound III when oxidized with nitric acid b. -Н -Н -OH CH₂OH D-Lyxose

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 20.14P
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5. A boxcar problem:
H
H
H
H
-OH
OH
-OH
HO
H
H
H
-Н
-OH
-OH
CH₂OH
D-Arabinose
H-
HO-
H-
H
OH
-Н
OH
HO
HO
H-
H
-Н
-H
-OH
CH₂OH
CH₂OH
D-Ribose
CH₂OH
D-Xylose
a. A D-aldopentose I can be oxidized with nitric acid to give an optically inactive acid II.
What are two possible structures for II? What are the two possible aldopentoses I?
b. The D-aldopentose I produces two different aldohexoses on chain lengthening by Kiliani
Fischer to give two compounds III & IV. Compound III when oxidized with nitric acid
D-Lyxose
Transcribed Image Text:5. A boxcar problem: H H H H -OH OH -OH HO H H H -Н -OH -OH CH₂OH D-Arabinose H- HO- H- H OH -Н OH HO HO H- H -Н -H -OH CH₂OH CH₂OH D-Ribose CH₂OH D-Xylose a. A D-aldopentose I can be oxidized with nitric acid to give an optically inactive acid II. What are two possible structures for II? What are the two possible aldopentoses I? b. The D-aldopentose I produces two different aldohexoses on chain lengthening by Kiliani Fischer to give two compounds III & IV. Compound III when oxidized with nitric acid D-Lyxose
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