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| Content Provider | Springer Nature Link |
|---|---|
| Author | Goswami, Garima Kothari, Seema Banerji, Kalyan K |
| Copyright Year | 2001 |
| Abstract | The kinetics of oxidation of five vicinal and four non-vicinal diols, and two of their monoethers by benzyltrimethylammonium tribromide (BTMAB) have been studied in 3:7 (v/v) acetic acid-water mixture. The vicinal diols yield the carbonyl compounds arising out of the glycol bond fission while the other diols give the hydroxycarbonyl compounds. The reaction is first-order with respect to BTMAB. Michaelis-Menten type kinetics is observed with respect to diol. Addition of benzyltrimethylammonium chloride does not affect the rate. Tribromide ion is postulated to be the reactive oxidizing species. Oxidation of [1,1,2,2-$^{2}$H$_{4}$] ethanediol shows the absence of a kinetic isotope effect. The reaction exhibits substantial solvent isotope effect. A mechanism involving a glycol-bond fission has been proposed for the oxidation of the vicinal diols. The other diols are oxidized by a hydride ion transfer to the oxidant, as are the monohydric alcohols. |
| Starting Page | 43 |
| Ending Page | 54 |
| Page Count | 12 |
| File Format | |
| ISSN | 02534134 |
| Journal | Journal of Chemical Sciences |
| Volume Number | 113 |
| Issue Number | 1 |
| e-ISSN | 09737103 |
| Language | English |
| Publisher | Springer India |
| Publisher Date | 2001-01-01 |
| Publisher Institution | Indian Academy of Sciences |
| Publisher Place | New Delhi |
| Access Restriction | One Nation One Subscription (ONOS) |
| Subject Keyword | Diols benzyltrimethylammonium tribromide oxidation kinetics mechanism kinetic isotope effect Chemistry/Food Science |
| Content Type | Text |
| Resource Type | Article |
| Subject | Chemistry |
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