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Combination of the most efficient promoter and micellar catalyst for rate enhancement of chromic acid oxidation on 2-butanol to 2-butanone conversion in aqueous media at room temperature

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Abstract

Chromic acid oxidation of 2-butanol to 2-butanone has been carried out by using three representative promoters: picolinic acid, quinolinic acid (2,3 PDA), and dipicolinic acid (2,6 PDA) in the presence and absence of surfactants (SDS, CPC, TX-100). Various combinations have been studied to select the most suitable combination of promoter and micellar catalyst for this oxidation. Reactions were done under kinetic condition [2-butanol]T ≫ [Cr(VI)]T in aqueous media at room temperature. The pseudo-first-order rate constant k obs and half-life of all the reactions were determined. Based on the kinetic results, the combination of SDS and 2,3 PDA was found to be the most efficient for this oxidation. The mechanisms of both unpromoted and promoted reaction paths have been proposed. The product is confirmed by 2,4-DNP test, I.R., and 1H NMR spectroscopy. The anionic surfactant sodium dodecyl sulphate (SDS) accelerates the rate whereas no appreciable change in rate was observed in case of cationic surfactants, CPC, and neutral surfactants, TX-100.

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Acknowledgments

Thanks are due to the University Grant Commission, India, for providing financial help in the form of Minor Research Project; F. PSW-23/12-13(ERO).

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Authors and Affiliations

  1. Department of Chemistry, Suri Vidyasagar College, Suri, Birbhum, 731101, West Bengal, India

    Debabrata Saha

  2. Homogeneous Catalysis Laboratory, Department of Chemistry, The University of Burdwan, Golapbag, Burdwan, 713104, West Bengal, India

    Debabrata Saha, Aniruddha Ghosh & Bidyut Saha

Authors
  1. Debabrata Saha
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  2. Aniruddha Ghosh
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  3. Bidyut Saha
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Correspondence to Bidyut Saha.

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Saha, D., Ghosh, A. & Saha, B. Combination of the most efficient promoter and micellar catalyst for rate enhancement of chromic acid oxidation on 2-butanol to 2-butanone conversion in aqueous media at room temperature. Res Chem Intermed 41, 8527–8544 (2015). https://doi.org/10.1007/s11164-014-1908-y

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