Reactions of Bromine with Diphenylethylenes: An Introduction to Electrophilic Substitution

Ronald M. Jarret , Jamie New and Kalliopi Karaliolios
Department of Chemistry, College of the Holy Cross, Worcester, Massachusetts 01610
J. Chem. Educ., 1997, 74 (1), p 109
DOI: 10.1021/ed074p109
Publication Date (Web): January 1, 1997

Abstract

Pooling the results obtained from the reaction between bromine and the cis and trans isomers of 1,2-diphenylethylenes allows students to discover the mechanism of anti addition which is common to most situations. Expansion of this experiment to include 1,1-diphenylethylene allows students the opportunity to discover the electrophilic substitution reaction. This serves as an excellent springboard for follow-up experiments on, and discussion of, electrophilic aromatic substitution.

Keywords (Audience):

Second-Year Undergraduate

Keywords (Domain):

Organic Chemistry

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Electrophilic Substitution

Citing Articles

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This article has been cited by 9 ACS Journal articles (5 most recent appear below).

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  • Received: August 03, 2009

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