P. Bashpa
Department of Chemistry, N. S. S. College, Manjeri, Malappuram, Kerala - 676122

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Selective Synthesis of Benzaldehydes by Hypochlorite Oxidation of Benzyl Alcohols under Phase Transfer Catalysis K. Bijudas; P. Bashpa; V. P. Bibin; Lakshmi Nair; A. P. Priya; M. Aswathy; C. Krishnendu; P. Lisha
Bulletin of Chemical Reaction Engineering & Catalysis 2015: BCREC Volume 10 Issue 1 Year 2015 (April 2015)
Publisher : Masyarakat Katalis Indonesia - Indonesian Catalyst Society (MKICS)

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.9767/bcrec.10.1.7189.38-42

Abstract

The selective synthesis of benazaldehyde and substituted benzaldehydes from corresponding benzyl al-cohols has been carried out by using hypochlorite as an oxidant in organic medium under phase trans-fer catalysis. The reaction is highly selective since no traces of benzoic acid or substituted benzoic acids have been detected and the yield is found to be more than 90%. The products obtained were precipi-tated as 2,4-dinitrophenylhydrazone and the recrystallised products were characterized by melting point and by spectrophotometric techniques like infra red and UV-Visible analysis. © 2015 by Authors, Published by BCREC Group. This is an open access article under the CC BY-SA License (https://creativecommons.org/licenses/by-sa/4.0)
Kinetic Studies on the Selective Oxidation of Benzyl Alcohols in Organic Medium under Phase Transfer Catalysis K. Bijudas; P. Bashpa; T. D. Radhakrishnan Nair
Bulletin of Chemical Reaction Engineering & Catalysis 2014: BCREC Volume 9 Issue 2 Year 2014 (August 2014)
Publisher : Masyarakat Katalis Indonesia - Indonesian Catalyst Society (MKICS)

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.9767/bcrec.9.2.6476.142-147

Abstract

Kinetic studies on the oxidation of benzyl alcohol and substituted benzyl alcohols in benzene as the reaction medium have been studied by using potassium dichromate under phase transfer catalysis (PTC). The phase transfer catalysts (PT catalysts) used were tetrabutylammonium bromide (TBAB) and tetrabutylphosphonium bromide (TBPB).  Benzyl alcohols were selectively oxidised to corresponding benzaldehydes in good yield (above 90%).  The order of reactivity among the studied benzyl alcohols is p - OCH3 > p - CH3 > - H > p - Cl.  Plots of log k2 versus Hammett's substituent constant (s) has been found to be curve shaped and this suggests that there should be a continuous change in transition state with changes in substituent present in the substrate from electron donating to electron withdrawing. A suitable mechanism has been suggested in which the rate determining step involves both C - H bond cleavage and C - O bond formations in concerted manner.  © 2014 by Authors, Published by BCREC Group. This is an open access article under the CC BY-SA License (https://creativecommons.org/licenses/by-sa/4.0)