Mallory, Frank B. and Roberts, John D. (1961) Small-Ring Compounds. XXX. Reactions of Phenylcyclobutadienoquinone with Methanol. Journal of the American Chemical Society, 83 (2). pp. 393-397. ISSN 0002-7863. doi:10.1021/ja01463a034. https://resolver.caltech.edu/CaltechAUTHORS:20151020-124114951
Full text is not posted in this repository. Consult Related URLs below.
Use this Persistent URL to link to this item: https://resolver.caltech.edu/CaltechAUTHORS:20151020-124114951
Abstract
The thermal reaction of phenylcyclobutadienoquinone (I) with methanol gives 2,4-dimethoxy-3-phenylcyclobutenone The relative A possible mechanism is presented that accounts for the 2-hydroxy-2-methoxy-3-phenylcyclobutenon(IV). (II), 3-phenyl-4-hydroxy-4-methoxy-2-butenoiaccid lactone (III) and dimethyl phenylsuccinate (IV). The relative yields of the three products depend on the reaction temperature. A possible mechanism is presented that accounts for the formation of the three products by way of a common intermediate: 2-hydroxy-2-methoxy-3-phenylcyclobutenone (V). The structures of II and III were established by spectroscopic analysis, chemical degradation and independent synthesis.
| Item Type: | Article | |||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Related URLs: |
| |||||||||
| Additional Information: | © 1961 American Chemical Society. Received August 4, 1960. Supported in part by the National Science Foundation. | |||||||||
| Funders: |
| |||||||||
| Other Numbering System: |
| |||||||||
| Issue or Number: | 2 | |||||||||
| DOI: | 10.1021/ja01463a034 | |||||||||
| Record Number: | CaltechAUTHORS:20151020-124114951 | |||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20151020-124114951 | |||||||||
| Official Citation: | Small-Ring Compounds. XXX. Reactions of Phenylcyclobutadienoquinone with Methanol Frank B. Mallory and John D. Roberts Journal of the American Chemical Society 1961 83 (2), 393-397 DOI: 10.1021/ja01463a034 | |||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
| ID Code: | 61333 | |||||||||
| Collection: | CaltechAUTHORS | |||||||||
| Deposited By: | Ruth Sustaita | |||||||||
| Deposited On: | 20 Oct 2015 20:56 | |||||||||
| Last Modified: | 10 Nov 2021 22:47 |
Repository Staff Only: item control page
