MECHANISM OF DECOMPOSITION OF 5,5-DIARYL-N-NITROSO-2-OXAZOLIDONES
| dc.contributor.advisor | Boums, A. N. | |
| dc.contributor.author | VALENTIN, KAZIMER | |
| dc.contributor.department | Chemistry | en_US |
| dc.date.accessioned | 2024-08-22T14:19:15Z | |
| dc.date.available | 2024-08-22T14:19:15Z | |
| dc.date.issued | 1962-05 | |
| dc.description.abstract | A migration aptitude study has been made of the alkaline decomposition of 5,5-diaryl-N-nitroso-2-oxazolidone to diarylacetylene with the aim of shedding light on the mechanism of the rearrangement step of the reaction. 5-Phenyl-5-p-trifluoromethylphenyl-N-nitroso- 14 2-oxazolidone-5-C was synthesized and converted to p-trifluoromethyl- 14 tolane-C , which was oxidized to benzoic acid and p-trifluoromethylbenzoic acid. The ratio of specific activities of the two acids was found to be 1:2, showing that the migration tendency of the phenyl group is twice that of the p-trifluoromethylphenyl group. This result has been interpreted in terms of an electronically-controlled migration step involving as an intermediate either a vinyl carbonium ion or a vinyl carbene. | en_US |
| dc.description.degree | Master of Science (MS) | en_US |
| dc.description.degreetype | Thesis | en_US |
| dc.identifier.uri | http://hdl.handle.net/11375/30069 | |
| dc.language.iso | en | en_US |
| dc.subject | Chemistry | en_US |
| dc.title | MECHANISM OF DECOMPOSITION OF 5,5-DIARYL-N-NITROSO-2-OXAZOLIDONES | en_US |
| dc.type | Thesis | en_US |