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A Microscale Synthesis of the Diastereomers of 2,3-Dibromosuccinic Acid

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John Tomsho , James R. McKee and Murray Zanger

Department of Chemistry and Biochemistry, University of the Sciences in Philadelphia, 600 South 43rd St., Philadelphia, PA 19104-4495

J. Chem. Educ., 1999, 76 (1), p 73

DOI: 10.1021/ed076p73

Publication Date (Web): January 1, 1999

Abstract

Microscale procedures for the synthesis of meso- and racemic-2,3-dibromosuccinic acids are described. The methods differ from standard large-scale syntheses of these compounds and the rationale for the changes is explained.

Keywords (Audience):

Upper-Division Undergraduate

Keywords (Domain):

Organic Chemistry

Keywords (Feature):

The Microscale Laboratory

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Microscale Lab

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This article has been cited by 1 ACS Journal articles (1 most recent appear below).

An Engaging Illustration of the Physical Differences among Menthol Stereoisomers
Edward M. Treadwell and T. Howard Black
Journal of Chemical Education2005 82 (7), 1046
- An Engaging Illustration of the Physical Differences among Menthol Stereoisomers
  Edward M. Treadwell and T. Howard Black
  Journal of Chemical Education2005 82 (7), 1046
  The differences and similarities in the physical behavior of enantiomers and diastereomers can easily be demonstrated using the commercial stereoisomers (?)-menthol, (+)-menthol, (+)-isomenthol, and (+)-neomenthol. Thin-layer chromatography and melting ...
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