СНо СНО СНо сH,он H- HO- H- -HO- Но C=0 Но- -H- -оН но- но- -н но- Н: HO- Нао -HO- Н- -HO- Н- Он H- Н- HO- -HO- CH,OH CH-OН CH,OH D-glucose CH-Oн (recovered starting material)

World of Chemistry, 3rd edition
3rd Edition
ISBN:9781133109655
Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
Chapter2: Matter
Section: Chapter Questions
Problem 8STP
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The following isomerization reaction, drawn using D-glucose as starting material, occurs with all aldohexoses in the presence of base. Draw a stepwise mechanism that illustrates how each compound is formed.

СНо
СНО
СНо
сH,он
H-
HO-
H-
-HO-
Но
C=0
Но-
-H-
-оН
но-
но-
-н
но-
Н:
HO-
Нао
-HO-
Н-
-HO-
Н-
Он
H-
Н-
HO-
-HO-
CH,OH
CH-OН
CH,OH
D-glucose
CH-Oн
(recovered
starting material)
Transcribed Image Text:СНо СНО СНо сH,он H- HO- H- -HO- Но C=0 Но- -H- -оН но- но- -н но- Н: HO- Нао -HO- Н- -HO- Н- Он H- Н- HO- -HO- CH,OH CH-OН CH,OH D-glucose CH-Oн (recovered starting material)
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