A Substitute for "Bromine in Carbon Tetrachloride"

Joshua M. Daley and Robert G. Landolt
Department of Chemistry, Texas Wesleyan University, Fort Worth, TX 76105
J. Chem. Educ., 2005, 82 (1), p 120
DOI: 10.1021/ed082p120
Publication Date (Web): January 1, 2005

Abstract

Benzotrifluoride (BTF) is a suitable solvent substitute for carbon tetrachloride in experiments requiring application of bromine (Br2) in free radical or addition reactions with organic substrates. A 1 M solution of Br2 in BTF may be used to distinguish hydrocarbons based on the ease of abstraction of hydrogen atoms in thermally or light-induced free radical substitutions. Efficacy of minimization of solvent use, by aliquot addition to neat samples, has been established. This system also provides a useful matrix for testing unknowns for unsaturation or enolizable hydrogen atoms.

Keywords (Audience):

First-Year Undergraduate / General

Keywords (Domain):

Organic Chemistry

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Alkenes

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History

  • Received: August 03, 2009

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