Abstract
Article history: Received March 28, 2013 Received in Revised form August 28, 2013 Accepted 27 November 2013 Available online 28 November 2013 Kinetics of the oxidation of primary aliphatic alcohols has been carried out using phase transferred monochromate in benzene. Tetrabutylammonium bromide (TBAB) and tetrabutylphosphonium bromide (TBPB) are used as phase transfer catalysts (PT catalyst). The reaction shows first order dependence on both [alcohol] and [monochromate ion]. The oxidation leads to the formation of corresponding aldehyde and no traces of carboxylic acid has been detected. The reaction mixture failed to induce the polymerization of added acrylonitrile which rules out the presence radical intermediates in the reaction. Various thermodynamic parameters have been evaluated and a suitable mechanism has been proposed. © 2014 Growing Science Ltd. All rights reserved.
Highlights
Permanganate ions have been used for the oxidation of various organic substrates in non polar solvents under phase transfer catalysis.[3,4,5]
Chromate ion has been found to be used for the selective oxidation of various organic compounds in non-polar solvents under phase transfer catalysis (PTC).[6,7,8,9,10]
The selective oxidation of primary aliphatic alcohols involves the formation of chromate ester which on decomposition giving the product
Summary
Chromate and permanganate ions in various forms are used as powerful oxidising agent in organic and inorganic oxidations in polar media.[1,2] Permanganate ions have been used for the oxidation of various organic substrates in non polar solvents under phase transfer catalysis.[3,4,5] But use of permanganate ion as an oxidising agent does not provide selectivity on product formation. Chromate ion has been found to be used for the selective oxidation of various organic compounds in non-polar solvents under phase transfer catalysis (PTC).[6,7,8,9,10] As a continuation of our earlier work,[11] the present report deals with the selective oxidation of primary aliphatic alcohols (1-butanol, 1-pentanol, 1hexanol, 1-heptanol, 1-octanol,1-nonanol and 1-decanol) by taking 1-octanol as the typical substrate. Starks and Liotta[8] had explained the chromate extraction, especially HCrO4-, CrO42-, HCr2O7- and Cr2O72-
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