The Reactivity of Diphenyl Carbonyl Oxide in Reactions with Alcohols |
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| Authors: | Nazarov A M Yamilova G A Komissarov V D |
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| Institution: | (1) Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, Ufa, 450054 Bashkortostan, Russia |
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| Abstract: | The reactivities of ten alcohols in the reactions with diphenyl carbonyl oxide Ph2COO is characterized by the ratio k
OH
33
/k
31, where k
OH
33
and k
31are the rate constants of Ph2COO reactions with an alcohol and diphenyldiazomethane PH2CN2, respectively. The values of k
OH
33
/k
31range between 0.6 × 10–2for MeOH to 6.0 for iso-PrOH at 70°C in acetonitrile. The donation of electron density to the alcohol hydroxyl group favors the attack of Ph2COO; that is, Ph2COO reacts as an electrophile. |
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| Keywords: | |
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