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Lab-Expt

Microscale Synthesis of 2,3:5,6-Di-O-isopropylidene-alpha-D-mannofuranose ("Diacetone Mannose")

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Jeffrey A. Charonnat and Cathleen S. Steinberg

California State University, Northridge, Northridge, CA 91330

J. Chem. Educ., 1996, 73 (8), p A170

DOI: 10.1021/ed073pA170

Publication Date (Web): August 1, 1996

Section:

History, Education, and Documentation

Abstract

Relatively few carbohydrate experiments have been reported for the microscale organic laboratory curriculum despite the considerable importance of these biomolecules. This article describes an experiment that encourages discussion of carbohydrate chemistry in terms of reaction mechanisms, conformational analysis, and spectroscopy. The specific experiment involves the preparation of the bis(acetonide) of D-(+)-mannose.

Keywords (Audience):

Second-Year Undergraduate

Keywords (Domain):

Organic Chemistry

Keywords (Feature):

The Microscale Laboratory

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Microscale Lab

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History

Received: August 03, 2009

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Lab-Expt

Microscale Synthesis of 2,3:5,6-Di-O-isopropylidene-alpha-D-mannofuranose ("Diacetone Mannose")

Abstract

Keywords (Audience):

Keywords (Domain):

Keywords (Feature):

Keywords (Pedagogy):

Keywords (Subject):

Tools

SciFinder Links

History

Recommend & Share

Related Content

Regiospecific Epoxidation of Carvone: A Discovery-Oriented Experiment for Understanding the Selectivity and Mechanism of Epoxidation Reactions

Radical Trifluoromethylation of a d-Mannose Derived Ketene Dithioacetal. Synthesis of 2-C-Trifluoromethyl Derivatives of d-glycero-d-galacto- and d-glycero-d-talo-Heptopyranose

Regiospecific Epoxidation of Carvone α,β-Unsaturated Ketone Group with a Basic Resin

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