The Chemical Educator
ISSN: 1430-4171 (electronic version)
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, Chm_rcw@shsu.edu
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: Chm_rcw@shsu.edu)
Supporting Materials:The four optimized major conformers are available (22 KB).