A Convenient Microscale Synthesis of ±-and ²-D-(+)-Glucopyranose Pentaacetate

TCE

The Chemical Educator

ISSN: 1430-4171 (electronic version)

Table of Contents

Abstract Volume 12 Issue 6 (2007) pp 402-408

A Convenient Microscale Synthesis of α-and β-D-(+)-Glucopyranose Pentaacetate Chemistry Question Generator

Sangeeta Pandita*, Samta Goyal, and Sarita Passey

Department of Chemistry, Zakir Husain College,J.L.Nehru Marg, New Delhi-110 002, India, sangeetapandita@gmail.com
Received March 21, 2007. Accepted August 8, 2007.

Published online: 15 October 2007

Abstract. An advanced-level organic synthesis experiment is described. The experiment accomplishes the synthesis of α-and β-D-(+)-glucopyranose pentaacetates in a convenient and safe manner, avoiding the use of zinc chloride and fused sodium acetate. Students isolate the pure acetates in a regular laboratory period and identify them by melting points and their characteristic NMR spectra.

Key Words: Laboratories and Demonstrations; organic chemistry; synthesis; NMR

(*) Corresponding author. (E-mail: sangeetapandita@gmail.com)

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Supporting Materials:

NMR spectra and student instructions are included as supporting materials. (633 MB).