The following observations are obtained after a D-hexose was made to react with (1) The reactions of a D-hexose with (a) to (d) below yields an aldaric acid (a) NH₂OH, (b) (CH3CO)₂0, NaOCOCH 3, and, (c) NaOCH3, and then, (d) HNO3, H₂O (2) HNO3 oxidation of the same D-hexose gives an aldaric acid. Predict the structures of the three (3) possible hexoses that can undergo the above reactions?

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 20.81P
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The following observations are obtained after a D-hexose was made to react with several reagents:
(1) The reactions of a D-hexose with (a) to (d) below yields an aldaric acid
(a) NH₂OH,
(b) (CH3CO)₂O, NaOCOCH 3, and,
(c) NaOCH3, and then,
(d) HNO3, H₂O
(2) HNO3 oxidation of the same D-hexose gives an aldaric acid.
Predict the structures of the three (3) possible hexoses that can undergo the above reactions?
Transcribed Image Text:The following observations are obtained after a D-hexose was made to react with several reagents: (1) The reactions of a D-hexose with (a) to (d) below yields an aldaric acid (a) NH₂OH, (b) (CH3CO)₂O, NaOCOCH 3, and, (c) NaOCH3, and then, (d) HNO3, H₂O (2) HNO3 oxidation of the same D-hexose gives an aldaric acid. Predict the structures of the three (3) possible hexoses that can undergo the above reactions?
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