The Chemical Educator
ISSN: 1430-4171 (electronic version)
Abstract Volume 16
(2011) pp 211-213
A New Look at an Old Reaction: Bromination of trans-Cinnamic Acid
David E. Alonso*,†, Tricia Guadiz†, Karl Bernstein†, DeeAnne Goodenough-Lashua‡, and Kathleen Peterson‡
† Department of Chemistry and Biochemistry, Andrews
University, Berrien Springs, MI 49104-0430, firstname.lastname@example.org; ‡ Department
of Chemistry and Biochemistry, University of Notre Dame, Notre Dame,
Published: 20 August 2011
Abstract. The electrophilic addition of molecular bromine to trans-cinnamic acid was significantly improved by conducting the reaction in 2-propanol. The reaction is complete in less than 5 minutes resulting in greater than 95% erythro2,3-dibromo-3-phenylpropanoic acid. The product was characterized using IR and NMR spectroscopy.
Key Words: Laboratories and Demonstrations; organic chemistry
(*) Corresponding author. (E-mail: email@example.com)
Supporting Materials:A PDF file is available which includes instructor notes and student handouts (135 KB).