Mechanisms of acid catalyzed Z/E isomerization of hydroximates
| dc.contributor.author | Small, Krista M. | |
| dc.contributor.committeeChair | Johnson, James E. | |
| dc.contributor.committeeMember | Sheardy, Richard Dean | |
| dc.contributor.committeeMember | Britt, Mark | |
| dc.date.accessioned | 2018-09-14T16:57:28Z | |
| dc.date.available | 2018-09-14T16:57:28Z | |
| dc.date.issued | 2010-08 | |
| dc.description.abstract | The acid-catalyzed isomerization of methyl O-methylcinnamohydroximate (1Zb and 1Eb) was investigated with four different acids in acetonitrile at 25 °C. There are two reasonable mechanisms in which isomerization can take place. The first being nucleophilic catalysis, where the acid counter ion undergoes nucleophilic attack on the protonated carbon-nitrogen bond. Rotation about the carbon-nitrogen single bond of the tetrahedral intermediate leads to Z/E isomerization. The second method is iminium ion rotation where the nitrogen atom of the carbon-nitrogen double bond is protonated, followed by rotation around the weakened carbon-nitrogen double bond. It is believed that the rates of isomerization will be higher than rates studied previously. However, our results were inconclusive. | en_US |
| dc.identifier.uri | http://hdl.handle.net/11274/10379 | |
| dc.language.iso | en_US | en_US |
| dc.subject | Pure sciences | en_US |
| dc.subject | Organic chemistry | en_US |
| dc.subject | Isomerization | |
| dc.title | Mechanisms of acid catalyzed Z/E isomerization of hydroximates | en_US |
| dc.type | Thesis | en_US |
| thesis.degree.department | Chemistry and Physics | |
| thesis.degree.discipline | Chemistry | |
| thesis.degree.grantor | Texas Woman's University | en_US |
| thesis.degree.level | Master | en_US |
| thesis.degree.name | Master of Science | en_US |