skip to main content

Selective Synthesis of Benzaldehydes by Hypochlorite Oxidation of Benzyl Alcohols under Phase Transfer Catalysis

*K. Bijudas  -  Department of Chemistry, N. S. S. College, Manjeri, Malappuram, Kerala - 676122,, India
P. Bashpa  -  Department of Chemistry, N. S. S. College, Manjeri, Malappuram, Kerala - 676122,, India
V.P. Bibin  -  Graduate Students, Department of Chemistry, N. S. S. College, Manjeri, Malappuram, Kerala - 676122,, India
Laksmi Nair  -  Graduate Students, Department of Chemistry, N. S. S. College, Manjeri, Malappuram, Kerala - 676122,, India
A.P. Priya  -  Graduate Students, Department of Chemistry, N. S. S. College, Manjeri, Malappuram, Kerala - 676122,, India
M. Aswathy  -  Graduate Students, Department of Chemistry, N. S. S. College, Manjeri, Malappuram, Kerala - 676122,, India
C. Krishnendu  -  Graduate Students, Department of Chemistry, N. S. S. College, Manjeri, Malappuram, Kerala - 676122,, India
P. Lisha  -  Graduate Students, Department of Chemistry, N. S. S. College, Manjeri, Malappuram, Kerala - 676122,, India

Citation Format:
Cover Image
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 BCREC UNDIP. All rights reserved.

Received: 10th August 2014; Revised: 20th September 2014; Accepted: 21st September 2014

How to Cite: Bijudas, K., Bashpa, P., Bibin, V. P., Nair, L., Priya, A. P., Aswathy, M., Krishnendu, C., Lisha, P. (2015). Selective Synthesis of Benzaldehydes by Hypochlorite Oxidation of Benzyl Alcohols under Phase Transfer Catalysis. Bulletin of Chemical Reaction Engineering & Catalysis, 10 (1): 38-42. (doi:10.9767/bcrec.10.1.7189.38-42)

Permalink/DOI: http://dx.doi.org/10.9767/bcrec.10.1.7189.38-42

Fulltext View|Download
Keywords: Selective synthesis; Hypochlorite; Benzyl alcohol; Substituted benzyl alcohols; Phase transfer catalysis.

Article Metrics:

Article Info
Section: Original Research Articles
Language : EN
Statistics:
Share:
  1. Lee, D.G. (1980). Oxidation of organic compounds by permanganate ion and hexavalent chromium: Open Court: La Salle
  2. Wiberg, K.B. (1965). Oxidation in organic chemistry: Academic Press, London and New York
  3. Starks, C.M., Liotta, C. (1978). Phase transfer catalysis, Principles and Techniques: Academic Press, New York
  4. Dehmlow, E.V., Dehmlow, S.S. (1993). Phase transfer catalysis: VCH: Weinheim, Germany
  5. Sasson, Y., Neumann, R. (1993). Handbook of Phase Transfer Catalysis: Kluwer Academic Publishers, Dordrecht
  6. Pletcher, D., Tait, S.J.D. (1979). A procedure for the oxidation of alcohols to aldehydes based on phase transfer catalysis. Journal of the Chemical Society, Perkin Transactions, 2(6): 788-791
  7. Yadav, G.D., Mistry, C.K. (2001). Oxidation of benzyl alcohol under a synergism of phase transfer catalysis and heteropoly acids. Journal of Molecular Catalysis A, 172(1-2): 135- 149
  8. Bijudas, K., Radhakrishnan Nair, T.D. (2004). Selective oxidation of benzyl alcohol with monochromate in non – polar solvents. Indian Journal of Chemistry, 43A: 1216-1218
  9. Bijudas, K., Radhakrishnan Nair, T.D. (2014). Kinetics and mechanism of the selective oxi- dation of primary aliphatic alcohols under phase transfer catalysis. Current Chemistry Letters. 3(2): 109-114. (DOI: 10.5267/j.ccl.2013.12.001)
  10. Basheer, K.M., Joseph, J., Radhakrishnan Nair, T.D. (2013). Kinetics of the oxidation of benzhydrols with permanganate under phase transfer catalysis in organic solvents. Modern Research in Catalysis, 2: 35-38
  11. Bijudas, K., Bashpa, P., Radhakrishnan Nair T.D. (2014). Kinetic studies on the selective oxidation of benzyl alcohol and substituted benzyl alcohols in organic medium under phase transfer catalysis. Bulletin of Chemical Reaction Engineering & Catalysis, 9(2): 142- 147. (DOI: 10.9767/bcrec.9.2.6476.142-147)
  12. Wang, M.L., Huang, T.H. (2007). Kinetic study of benzyl alcohol oxidation under phase transfer catalysis conditions, Chemical Engineering Communications, 5: 618-634. (DOI: 10.1080/00986440600992685)
  13. Abramovici, S., Neumann, R., Sasson, Y. (1985). Sodium hypochlorite as oxidant in phase transfer catalytic systems. Part II. Oxidation of aromatic alcohols. Journal of Molecular Catalysis, 29: 299-303
  14. Mirafzal, G.A., Lozeva, A.M. (1998). Phase transfer catalysed oxidation of alcohols with sodium hypochlorite. Tetrahedron Letters, 39(40): 7263-7266
  15. Lee, G.A, Freedman, H.H. (1985). Phase transfer oxidations with hypochlorite: Scope and mechanism. Israel Journal of Chemistry, 26: 229-234
  16. Do, J.S., Chou, T.C. (1990). Kinetics of the oxidation of benzyl alcohol by hypochlorite ion in the presence of phase transfer catalyst. Industrial & Engineering Chemistry Research, 29: 1095-1103
  17. Amsterdamsky, C. (1996). PTC Oxidation of alcohols using hydrogen peroxide. Journal of Chemical Education, 78: 66-67
  18. Vogel, A.I. (1967). Text book of practical organic chemistry: Longman, London

Last update:

No citation recorded.

Last update:

No citation recorded.