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Preferential solvational effects on the Cr(VI) oxidation of benzylamines in benzene/2-methylpropan-2-ol mixtures

✍ Scribed by A. Thirumoorthi; D. S. Bhuvaneshwari; K. P. Elango

Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
145 KB
Volume
42
Category
Article
ISSN
0538-8066

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✦ Synopsis

Abstract

Imidazolium fluorochromate (IFC) oxidation of 11 meta‐ and para‐substituted benzylamines, in varying mole fractions of benzene/2‐methylpropan‐2‐ol binary mixtures, is first order in IFC and acid and zero order in substrate. The Hammett correlation yielded a U‐shaped curve, indicating a change in the relative importance of bond formation and bond fission in the transition state. The rate data failed to correlate with macroscopic solvent parameters such as ε~r~ and E. The correlation of k~obs~ with Kamlet–Taft solvatochromic parameters suggests that H‐bonding between the reacting species and the solvent plays a major role in governing the reactivity. © 2010 Wiley Periodicals, Inc. Int J Chem Kinet 42: 159–167, 2010

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