Q. Which of the following indicates open chain structure of glucose?

A) Pentaacetyl derivative of glucose
B) Cyanohydrins formation with HCN
C) Reaction with Fehling solution
D) Reaction with Tollen’s reagent
Explanation

(a)
Glucose reacts with acetic anhydride in the presence of anhydrous ${ZnCl}_{2}$ to form penta-acetyl glucose which indicates the presence of 5-OH groups in glucose molecule and the open chain structure of glucose.
$\ \ CHO\$
$\ \ \ |\ \$
$\ (CHOH)_{4} + \ 5\left( CH_{3}CO \right)_{2}O\ \underset{\mathrm{\Delta}}{\overset{\ \ \ \ \ ZnCl_{2}\ \ \ \ \ }{\rightarrow}}\ \$
$\ \ \ \ |\ \$
$\ \ \ CH_{2}OH\ \$
$\ glucose\$
$\ \ \ CHO\$
$\ \ \ |$
$\left( CHOCOCH_{3} \right)_{4} + \ 5CH_{3}COOH\$
$|\$
$\ \ \ CH_{2}OCOCH_{3}$
Pentaacetyl glucose

Dr. Abubacker
Reviewed by Dr. Abubacker

Physics Educator & NEET/JEE Specialist

Ph.D. in Physics with 19+ years of teaching experience.

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