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The Chemical Educator

ISSN: 1430-4171 (electronic version)

Table of Contents

Abstract Volume 21 (2016) pp 155-158

Effects on the Endo/Exo Ratio of the Diels-Alder Reaction of Furan with Different N-(Methyl or Dimethylphenyl)maleimides

Bruce A. Hathaway* and Andrew I. Mitchell

Department of Chemistry and Physics, LeTourneau University, PO Box 7001, Longview, TX, 75607, brucehathaway@letu.edu
Received June 27, 2016. Accepted July 17, 2016.

Published: 11 August 2016

Abstract. Four N-(methyl or dimethylphenyl)maleimides were prepared and reacted with furan in a Diels-Alder reaction. A higher percentage of exo-adduct was produced as the amount of methyl substitution in an ortho position on the phenyl group of the maleimide was increased.

Key Words: Laboratories and Demonstrations; organic chemistry; Diels-Alder reaction); steric effects; directed inquir); NMR analysis

(*) Corresponding author. (E-mail: brucehathaway@letu.edu)

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