Reactivity of Isothiasole with Dibromine and Sulfuryl Chloride

Document Type : Regular Article

Authors

1 aLaboratory of Engineering in Chemistry and Physics of Matter, Department of Chemistry and Environment, Faculty of Science and Technics, Sultan Moulay Slimane University, Beni Mellal, Morocco

2 Laboratory of Engineering in Chemistry and Physics of Matter, Department of Chemistry and Environment, Faculty of Science and Technics, Sultan Moulay Slimane University, Beni Mellal, Morocco

3 Laboratory of Engineering in Chemistry and Physics of Matter, Department of Physics and Chemistry, Polydisciplinary Faculty of Khouribga, Sultan Moulay Slimane University, Beni Mellal, Morocco

10.22036/pcr.2022.341501.2098

Abstract

During this work, we studied the reactivity of 4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one with Dibromine and with Sulfuryl Chloride by the DFT method at the level of base 6-311 G(d,p), using a descriptor of regio-selectivity called fukui indices. We noted from this study that the attack of Dibromine and Sulfuryl Chloride is carried out preferentially at the level of the C2=C3 bond of 4-isothiazoline-3-one and 2-methyl-4-isothiazoline-3-one. We also noticed that the 4-isothiazolin-3-one/SO2Cl2 and 2-methyl-4-isothiazolin-3-one/SO2Cl2 reactions are more favored kinetically than the 4-isothiazolin-3-one/Br2 and 2-methyl- 4-isothiazolin-3-one/Br2. The differences in electrophilic Δω between {Br2, SO2Cl2} and 4-isothiazolin-3-one and also between {Br2, SO2Cl2} and 2-methyl-4-isothiazolin-3-one vary from 3.430649 eV to 3.611297 eV. This shows that all the reactions studied have a polar character (Δω >1).

Graphical Abstract

Reactivity of Isothiasole with Dibromine and Sulfuryl Chloride

Keywords

Physical Chemistry Research
Volume 11, Issue 3 - Serial Number 39
September 2023
Pages 511-525

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History

  • Receive Date: 02 June 2022
  • Revise Date: 20 July 2022
  • Accept Date: 25 July 2022

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