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ning (acetaminophanatic) 04-12-04 05:39 No 500296 |
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epoxidation of olefins with TCCA (Rated as: good read) |
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High yielding epoxidation: Trichloroisocyanuric Acid: An Alternate Green Route for the Transformation of Alkenes into Epoxides Mira Wengert, Antonio M. Sanseverino and Marcio C. S. de Mattos J. Braz. Chem. Soc., Vol. 13, No. 5, 700-703 (2002) (http://jbcs.sbq.org.br/jbcs/2002/v13_n5 Abstract The preparation of epoxides is efficiently achieved in mild conditions by reaction of alkenes with trichloroisocyanuric acid in aqueous acetone followed by treatment of the resulting chlorohydrin with aqueous KOH in ether/pentane. The secret is use of acetone/water mixture (5:1) to produce chlorohydrins in high yield (>90%). They try various solvent mixtures and find the acetone one to be best. Since the operative agent here is hypochlorous acid, a properly acidified bleach would probably work just as well. Bleach contains a maximum of hypochlorous acid at pH 4 or so. http://www.chemistryquestion.com/English Hope this isn't redundant. Catching a buzz @ the Hive |
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