Published November 1, 1958
| public
Journal Article
Small Ring Compounds. XXII. Ring Opening of Halogenated 3-Phenylcyclobutenones in Acetic Acid and Aqueous Sodium Hydroxide
Abstract
Ring-opening reactions of a number of halogen-substituted 3-phenylcyclobutenones in acetic acid and in aqueous sodium hydroxide have been investigate and the resulting carboxylic acids identified. The course of reaction in acetic acid can be rationalized by a mechanism involving vinylketene intermediates. The base-induced ring-opening reaction appears to follow a course dependent on the number and location of the halogen atoms but is generally similar to the haloform reaction.
Additional Information
© 1958 American Chemical Society. Received May 22, 1958. Supported in part by a grant from the National Science Foundation; National Science Foundation Postdoctoral Fellow, 1955-1956; Arthur A. Noyes Fellow, 1966-1957. Fulbright travel grantee.Additional details
- Eprint ID
- 61341
- Resolver ID
- CaltechAUTHORS:20151020-141343438
- NSF
- NSF Postdoctoral Fellowship
- Caltech Arthur A. Noyes Fellowship
- Fulbright Foundation
- Created
-
2015-10-20Created from EPrint's datestamp field
- Updated
-
2021-11-10Created from EPrint's last_modified field
- Other Numbering System Name
- Caltech Gates and Crellin Laboratories of Chemistry
- Other Numbering System Identifier
- 2350