Published October 1, 1951 | Version public
Journal Article

The Nature of the Intermediate in the Solvolysis of Norbornyl Derivatives

Abstract

It has been suggested on the basis of solvolysis rate and stereochemical considerations that the solvolysis of exo- and endo-norbornyl p-bromobenzenesulfonates in acetic acid proceeds by a bridged "non-classical" carbonium ion having a structure (I) like that proposed for the cationic intermediate involved in the rearrangement of camphene hydrochloride to isobornyl chloride.

Additional Information

© 1951 American Chemical Society. Received August 20, 1951. Supported by the program of research of the U. S. Atomic Energy Commission under Contract AT(30-1)-905. Presented at the Symposium on Reaction Mechanisms at the 75th Anniversary Meeting of the American Chemical Society, September 7, 1951.

Additional details

Identifiers

Eprint ID
61443
DOI
10.1021/ja01154a555
Resolver ID
CaltechAUTHORS:20151022-140105133

Funding

Atomic Energy Commission
AT(30-1)-905

Dates

Created
2015-10-22
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Updated
2021-11-10
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