Journal
TETRAHEDRON LETTERS
Volume 43, Issue 47, Pages 8569-8573Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(02)02052-X
Keywords
odorless benzyl mercaptan; odorless benzenethiol; trimethylsilyl group; odor scale; Michael addition; protodesilylation
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Syntheses and odor tests of the trialkylsilylated benzyl mercaptans and benzenethiols have revealed that the trimethylsilyl substituent on the benzene ring has a remarkable effect in reducing the foul smell of the parent benzyl mercaptan and benzenethiol. Protodesilylation allowed these silylated thiols to function as odorless synthetic equivalents of benzyl mercaptan and benzenethiol. This discovery will greatly improve the physical environment of the researcher working with these malodorous compounds. (C) 2002 Elsevier Science Ltd. All rights reserved.
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