Kinetics of Oxidation of Diphenylmethane and Derivatives with Ce(IV) in Aqueous Acidic Acetonitrile

Hong‐Ping ‐P Lin, Jeng Rong Leu, Jing‐Jer ‐J Jwo

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3 Citations (Scopus)

Abstract

In aqueous acidic acetonitrilc solution cerium(IV) oxidizes diphenylmethane (Ph2CH2) to produce diphenylmethanol (Ph2CHOH) first and then benzophenone (Ph2CO). With the organic reductant in great excess, both the Ce(IV)‐Ph2CH2 and Ce(IV)‐Ph2CHOH rcactions follow second‐order kinetics. The rates of both reactions increase nonlinearly with increasing [H+] or with decreasing [H2O]. Both kinetic and spectrophotometrc results indicate that replacement of water molecules by complex formation through the phenyl or hydroxyl group plays an important role in activating the reaction. Under similar conditions, the order of relative reactivities toward Ce(IV) oxidation is PhCH2OH > CH3CH2OH > Ph2CHOH > Ph2CH2 > PhCH3> (Ph2CO, C6H6). Mechanistic interpretations of the kinetic results are presented.

Original languageEnglish
Pages (from-to)519-526
Number of pages8
JournalJournal of the Chinese Chemical Society
Volume41
Issue number5
DOIs
Publication statusPublished - 1994 Oct

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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