Published October 1, 1962 | Version public
Journal Article

The Mechanism of the Rearrangement of Fenchone

Abstract

Fenchone labeled with ^(14)C in both methyl groups at the 3-position rearranges in concentrated sulfuric acid to 3,4-dimetliylacetophenone in which the radioactivity is essentially equally distributed between the methyl group adjacent to the carbonyl and the one in the ring 4-position (see Fig. 4). A by-product of the rearrangement is camphor, which is likewise in part converted to fenchone in sulfuric acid. The mechanisms of these conversions are discussed.

Additional Information

© 1962 American Chemical Society. Received March 1, 1962. Supported in part by the Petroleum Research Fund of the American Chemical Society. Grateful acknowledgment is made herewith to the Donors of this Fund. United States Rubber Co. Foundation Fellow, 1960-1961.

Additional details

Identifiers

Eprint ID
61297
Resolver ID
CaltechAUTHORS:20151020-073601679

Funding

American Chemical Society Petroleum Research Fund
United States Rubber Co. Foundation Fellowship

Dates

Created
2015-10-20
Created from EPrint's datestamp field
Updated
2021-11-10
Created from EPrint's last_modified field

Caltech Custom Metadata

Other Numbering System Name
Caltech Gates and Crellin Laboratories of Chemistry
Other Numbering System Identifier
2811