Published January 1, 1963
| public
Journal Article
Mechanism of the Thermal Isomerization of 5-Norbornene-2,3-endo-Dicarboxylic Anhydride
- Creators
- Baldwin, John E.
- Roberts, John D.
Abstract
The thermal interconversions of α and β-1-hydroxydicyclopentadiene with syn- and anti-8-hydroxydicyclopentadiene, respectively, with retention of optical activity and analogous rearrangements have been considered in mechanistic descriptions of the Diels-Alder reaction. In the case of deuterium-labeled methacrolein dimer, an internal stereospecific pathway for rearrangement and complete dissociation of the dimer are very much in competition at 180°, and both reactions occur simultaneously. As was noted, the possibility that different energy paths are involved in the two processes remained unsettled.
Additional Information
© 1963 American Chemical Society. Received November 15, 1962. Supported in part by the National Science Foundation.Additional details
- Eprint ID
- 61209
- Resolver ID
- CaltechAUTHORS:20151016-112438623
- NSF
- Created
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2015-10-16Created from EPrint's datestamp field
- Updated
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2021-11-10Created from EPrint's last_modified field
- Other Numbering System Name
- Caltech Gates and Crellin Laboratories of Chemistry
- Other Numbering System Identifier
- 2907