Citation
Rosen, Allan Joseph (1964) Studies of Cyclopropylcarbinyl-Allylcarbinyl Free Radicals. Dissertation (Ph.D.), California Institute of Technology. doi:10.7907/A61A-Z940. https://resolver.caltech.edu/CaltechETD:etd-10012002-153114
Abstract
NOTE: Text or symbols not renderable in plain ASCII are indicated by [...]. Abstract is included in .pdf document. The di-t-butyl peroxide-initiated decarbonylations of cyclopropylacetaldehyde and dimethylcyclopropylacetaldehyde in the presence of benzyl mercaptan have been carried out and the chain-transfer constants of neopentane, n-butane, 2,3-dimethylbutane, methylcyclopropane, and isopropylcyclopropane with styrene at 79.1[degrees] have been determined in an attempt to ascertain the nature and number of the intermediates involved in interconversions of certain cyclopropylcarbinyl and allylcarbinyl derivatives in free-radical reactions. These interconversions are shown to be reversible. It is concluded that the nonclassical homoallyl radical and the classical allylcarbinyl radical are the intermediates involved in the free-radical interconversion of the cyclopropylcarbinyl and allylcarbinyl skeletons. No evidence is found for the existence of a nonclassical dimethylhomoallyl radical; the classical dimethylcyclopropylcarbinyl and ([gamma, gamma]-dimethylallyl)-carbinyl radicals are probably the only intermediates involved in the free-radical interconversion of the dimethylcyclopropylcarbinyl and ([gamma, gamma]-dimethylallyl)-carbinyl skeletons.
Item Type: | Thesis (Dissertation (Ph.D.)) |
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Subject Keywords: | (Chemistry) |
Degree Grantor: | California Institute of Technology |
Division: | Chemistry and Chemical Engineering |
Major Option: | Chemistry |
Thesis Availability: | Public (worldwide access) |
Research Advisor(s): |
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Thesis Committee: |
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Defense Date: | 1 January 1964 |
Record Number: | CaltechETD:etd-10012002-153114 |
Persistent URL: | https://resolver.caltech.edu/CaltechETD:etd-10012002-153114 |
DOI: | 10.7907/A61A-Z940 |
Default Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. |
ID Code: | 3853 |
Collection: | CaltechTHESIS |
Deposited By: | Imported from ETD-db |
Deposited On: | 02 Oct 2002 |
Last Modified: | 25 Jan 2024 00:37 |
Thesis Files
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PDF (Rosen_aj_1964.pdf)
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