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The Chemical Educator

ISSN: 1430-4171 (electronic version)

Table of Contents

Abstract Volume 15 (2010) pp 325-327

Preparation, Conformational Analysis and Photochemistry of 1,2-Benzenedimethanol Sulfite: An Integrated Experiment for the Undergraduate Laboratory

Rick C. White*, Benny E. Arney, Jr.*, and David J. Leggett

Department of Chemistry, Sam Houston State University, Huntsville, TX 77341,
Received April 28, 2010. Accepted June 17, 2010.

Published: 17 September 2010

Abstract. An undergraduate experiment is described in which students prepare a relatively simple meso cyclic sulfite ester that has diastereotopic protons due to germinal coupling and analyze the NMR using density functional theory. Students then subject he molecule to a photochemical extrusion reaction and examine the photochemical reaction by NMR (1H, 13C, COSY and HMQOC) techniques.

Key Words: Laboratories and Demonstrations; physical chemistry; NMR

(*) Corresponding author. (E-mail:

Article in PDF format (110 KB) HTML format

Supporting Materials:

The four optimized major conformers are available (22 KB).

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