Please use this identifier to cite or link to this item:
http://nopr.niscpr.res.in/handle/123456789/16661| Title: | Kinetics and mechanism of the oxidation of aliphatic aldehydes by benzyltrimethylammonium dichloroiodate |
| Authors: | Goswami, Garima Kothari, Seema Banerji, Kalyan K |
| Issue Date: | Nov-1999 |
| Publisher: | NISCAIR-CSIR, India |
| Abstract: | The oxidation of six aliphatic aldehydes by benzyltrimethylammonium dichloroiodate (BTMACI) in glacial acetic acid, in the presence of zinc chloride, results in the formation of the corresponding carboxylic acids. The reaction is first order with respect to BTMACI, the aldehyde and zinc chloride. The oxidation of deuterated acetaldehyde shows the presence of a substantial kinetic isotope effect (kH/kD = 6.32 at 288 K). Addition of benzyltrimethylammonium chloride enhances the reaction rate. It is proposed that the reactive oxidizing species is [PhCH2Me3N]+ [IZn2Cl6]-. The rates correlate well with Taft's σ● substituent constants, with negative reaction constant. A mechanism involving a hydride-ion transfer from the aldehyde to the oxidant in the rate-determining step, has been postulated. |
| Page(s): | 1270-1273 |
| Appears in Collections: | IJC-B Vol.38B(11) [November 1999] |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| IJCB 38B(11) 1270-1273.pdf | 963.66 kB | Adobe PDF | View/Open |
Items in NOPR are protected by copyright, with all rights reserved, unless otherwise indicated.