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  Home > JCE Print > Journal of Chemical Education > Issues > 1997  > October  >
In the Laboratory
Regioselective Hydrochlorination: An Experiment for the Undergraduate Laboratory
Philip Boudjouk, Beon-Kyu Kim, and Byung-Hee Han
North Dakota State University, Department of Chemistry, Fargo, ND 58105
Cover
October 1997
Vol. 74 No. 10
p. 1223
Abstract
A simple and convenient procedure for the addition of hydrogen chloride to a variety of olefins is described. Trimethylchlorosilane and water are used to generate the hydrogen chloride in the presence of the olefin to produce the desired chloride in high yield. Regioselectivity is high: electrophilic addition dominates for simple olefins and nucleophilic addition prevails for alpha,beta - unsaturated olefins. Conventional glassware is used and product isolation is straightforward using distillation techniques.
More Information
*  Citation
 Boudjouk, Philip; Kim, Beon-Kyu; Han, Byung-Hee. J. Chem. Educ. 1997 74 1223.
*  Keywords
 Organic Chemistry, Teaching/Learning Theory/Practice, Laboratory Instruction, NMR Spectrometry, and Organic Synthesis
*  History
 Created:
Last Updated:		 July 27, 1999
June 23, 2005
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