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The reactions of hypochlorites with olefins in nitromethane

✍ Scribed by V.L. Heasley; G.E. Heasley; M.R. McConnell; K.A. Martin; D.M. Ingle; P.D. Davis

Publisher: Elsevier Science
Year: 1971
Tongue: French
Weight: 264 KB
Volume: 12
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)97624-5

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✦ Synopsis

In a recent attempt to add t-butyl hypochlorite to olefins such as styrene and l-hexene in nitromethane, we were surprised to find that the exclusive products of these rapid reactions are chloronitromethane (ClCHaNO =,I) and t-butyl alcohol in nearly quantitative yield.

This reaction is outlined in the following equation: clc~a~oa + (CH~)~COH CeH&H=CHa + (CHs)sCOCl -Ce:,,H-CH Cl &Hz),

Methyl and ethyl hypochlorite also react with these olefins to give only I. We

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