Determination of the Absolute Rate Constants of Reactions between Diphenyl Carbonyl Oxide and Alcohols by Flash Photolysis |
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Authors: | Nazarov A M Khursan S L Kalinichenko I A Ziganshina S Kh Komissarov V D |
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Institution: | (1) Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, Ufa, 450054 Bashkortostan, Russia;(2) Bashkortostan State University, Ufa, 450074 Bashkortostan, Russia |
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Abstract: | The rate constants of the reactions of diphenyl carbonyl oxide Ph2COO with a number of alcohols and water in acetonitrile, benzene, andn-decane solutions (295 K) were measured by flash photolysis. The rate constants vary over a range from 400 (triphenylmethanol in a MeCN solution) to 2.5 × 105 l mol–1 s–1 (adamantanol in a benzene solution). -Methoxydiphenylmethyl hydroperoxide is the reaction product of Ph2COO and MeOH. The absence of a kinetic isotope effect and the dependence of the logarithms of the rate constants on the first ionization potentials of alcohols are indicative of the formation of a C–O bond at the rate-limiting step of the reaction. |
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