There are three (3) vials labeled A, B, and C known to contain the following monosaccharides. All three samples reduce Tollens and Fehling. By oxidation with dilute HNO3 an optically active aldaric acid is obtained for sample A and the remaining two give products without optical activity. When the three samples were subjected to an alkaline medium, it was observed that, after a certain time, samples

Chemistry: Principles and Practice
3rd Edition
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Chapter22: Organic Chemistry And Biochemistry
Section: Chapter Questions
Problem 9QE
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There are three (3) vials labeled A, B, and C known to contain the following monosaccharides. All three samples reduce Tollens and Fehling. By oxidation with dilute HNO3 an optically active aldaric acid is obtained for sample A and the remaining two give products without optical activity. When the three samples were subjected to an alkaline medium, it was observed that, after a certain time, samples A and C reached the same value of the specific rotation [α]. Select the RIGHT alternative:

(a) Sample A is Galactose.

(b) Sample B is Alosa.

(c) Samples A and C are not related to each other by an epimerization process.

(d) Sample C is Talose.

(e) Samples B and C are epimers.

СНО
СНО
HO
HO
СНО
H-
-ОН
HO-
H.
ОН
НО-
-H-
HO-
НО
НО
H-
OH
H
OH
ОН
CH,OH
CH,OH
ČH2OH
D(+)-Alosa
D(+)-Galactosa
D(+)-Talosa
I I I
I I
I I I I
Transcribed Image Text:СНО СНО HO HO СНО H- -ОН HO- H. ОН НО- -H- HO- НО НО H- OH H OH ОН CH,OH CH,OH ČH2OH D(+)-Alosa D(+)-Galactosa D(+)-Talosa I I I I I I I I I
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