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Kinetics and mechanism of the oxidation of some diols by benzyltrimethylammonium tribromide
| Content Provider | Semantic Scholar |
|---|---|
| Author | Goswami, Garima Kothari, Seema Banerji, Kalyan K. |
| Copyright Year | 2007 |
| Abstract | The kinetics of oxidation of five vicinal and four non-vicinal diols, and two of their monoethers by benzyltrimethylammon ium 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 [1,1,2,2H4] 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. |
| File Format | PDF HTM / HTML |
| Alternate Webpage(s) | https://www.ias.ac.in/article/fulltext/jcsc/113/01/0043-0054 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
