Kinetics and mechanism of oxidation of anisole and substituted anisoles by acid bromate in acetic acid-water mixture |
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Authors: | T Veeraiah and S Sondu |
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Institution: | (1) Department of Chemistry, University College of Technology, Osmania University, 500007 Hyderabad, India |
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Abstract: | Oxidation of anisoles by acid bromate has been studied in acetic acid-water system in the presence of sulphuric acid. The
reaction is first order each in anisole] and Br(V)]. The rate of reaction increased with increase in H+] and percentage of acetic acid. The products of oxidation have been identified as ortho and para hydroxyanisoles. From the
effect of H+] and acetic acid] on rate, H
2
+
BrO3 has been established as the reactive species. Anisoles having electron-donating substituents in the benzene ring accelerate
the rates and vice versa with a Hammett ρ value of −0.6. A mechanism involving the attack of H
2
+
BrO3 on ortho/para position of the anisole in the rate-determining step has been proposed. |
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Keywords: | Anisole bromate oxidation kinetics mechanism |
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