Original process for Thymol Para-sulfonation: A Preliminary Optimization Study

Original process for Thymol Para-sulfonation: A Preliminary Optimization Study

Authors

  • Sabour Abderrahman Applied Chemistry and Environment Laboratory, Team of Bio-organic chemistry and Natural substances, Faculty of Sciences, Ibn Zohr University, BP 8106, Agadir 80000, Morocco.
  • El Asbahani Abdelhafed Applied Chemistry and Environment Laboratory, Team of Bio-organic chemistry and Natural substances, Faculty of Sciences, Ibn Zohr University, BP 8106, Agadir 80000, Morocco.
  • Lacherai Abdellah Applied Chemistry and Environment Laboratory, Team of Bio-organic chemistry and Natural substances, Faculty of Sciences, Ibn Zohr University, BP 8106, Agadir 80000, Morocco.
  • El Ouadi Brahim Laboratory of Engineering Sciences for the Environment- UMR CNRS 7356, Pole sciences et Technology, Avenue Michel Crépeau 17042 La Rochelle Cedex 1, France
  • Jilale Abderrahim Applied Chemistry and Environment Laboratory, Team of Bio-organic chemistry and Natural substances, Faculty of Sciences, Ibn Zohr University, BP 8106, Agadir 80000, Morocco.

DOI:

https://doi.org/10.13171/mjc10602006191398as

Abstract

In this study, we described an original, new, simple, and productive one-pot method for Thymol para-sulfonation by using thionyl chloride (SOCl2) as a sulfonating agent under mild conditions. Spectroscopic analysis by FT-IR, mass spectrometry, and NMR 1H and 13C confirmed the structure of the parasulfonated derivative of Thymol:  the 4-hydroxy-5-isopropyl-2-methylbenzenesulfonic acid. An optimization study was carried out to perform and improve the yield of this new para-sulfonation method by studying the effect of three parameters: temperature, the molar ratio (η) of the reactants, and solvents. The obtained results showed that the use of cyclohexane as a solvent, a molar ratio greater or equal than 3, and working under low temperatures increase the yield of this parasulfonation considerably to reach adequately 91.3%.

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Published

19-06-2020

Issue

Vol. 10 No. 6 (2020)

Section

Organic Chemistry

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