Skattebøl, L. and Roberts, John D. (1958) Small-Ring Compounds. XVIII. Alkali-induced Ring Opening of Some Phenylcyclobutenone Derivatives. Journal of the American Chemical Society, 80 (15). pp. 4085-4088. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20151020-153343000
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Abstract
Phenylcyclobutenedione (I) has been found to decompose by the action of alkali to benzylidenepyruvic acid (X) and benzaldehyde. Similarly 2-hydroxy-3-phenyl-2-cyclobutenone (V) yields benzylpyruvic acid (VII), and 4-hydroxy-3-phenylcyclobutenedione (XI) gives phenylpyruvic acid (XII) and 1,3-diphenylpropene (XIII). Possible reaction mechanisms for the formation of these substances are proposed.
| Item Type: | Article | |||||||||
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| Additional Information: | © 1958 American Chemical Society. Received January 9, 1958. Supported in part by the National Science Foundation. | |||||||||
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| Issue or Number: | 15 | |||||||||
| Record Number: | CaltechAUTHORS:20151020-153343000 | |||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20151020-153343000 | |||||||||
| Official Citation: | Small-Ring Compounds. XVIII. Alkali-induced Ring Opening of Some Phenylcyclobutenone Derivatives L. Skattebøl and John D. Roberts Journal of the American Chemical Society 1958 80 (15), 4085-4088 DOI: 10.1021/ja01548a065 | |||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
| ID Code: | 61344 | |||||||||
| Collection: | CaltechAUTHORS | |||||||||
| Deposited By: | Ruth Sustaita | |||||||||
| Deposited On: | 21 Oct 2015 19:40 | |||||||||
| Last Modified: | 03 Oct 2019 09:07 |
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