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Published October 1, 1962 | 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

Created:
August 19, 2023
Modified:
October 25, 2023