Both bromodeprotonation and bromodesulphonation occur during aqueous bromination of sodium p-methoxybenzenesulphonate, A, and potassium l-methylnaphthalene-4-sulphonate, B. Extensive kinetic studies reported here suggest that bromodesulphonation of A proceeds by a two-step process with Br2 as the brominating species, but do not
completely exclude Br+ (or H2OBr+) acting in either a one- or two-step process. For B, the kinetic data can be interpreted by either a one- or two-step process with Br2 as the brominating species. Kinetic sulphur isotope effects have been measured for the bromodesulphonation of A and B and found to vary with bromide-ion concentration,
thus strongly supporting the two-step process involving molecular bromine. The kinetic results for the bromodeprotonation of A cannot distinguish between a one- and two-step process involving Br2l the two-step mechanism has been confirmed by the observation of
a variation in kinetic hydrogen isotope effect with bromide-ion concentration. / Thesis / Doctor of Philosophy (PhD)
| Identifer | oai:union.ndltd.org:mcmaster.ca/oai:macsphere.mcmaster.ca:11375/25288 |
| Date | 11 1900 |
| Creators | Baliga, Bantwal |
| Contributors | Bourns, A. N. |
| Source Sets | McMaster University |
| Language | English |
| Detected Language | English |
| Type | Thesis |
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