Enol–keto tautomerism of 9-anthrol and hydrolysis of its methyl ether

…, CM McDonnell, L Magris, RAM O'Ferrall

Index: McCann, Geraldine M.; McDonnell, Claire M.; Magris, Lara; More O'Ferrall, Rory A. Journal of the Chemical Society, Perkin Transactions 2, 2002 , # 4 p. 784 - 795

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Citation Number: 24

Abstract

The equilibrium constant for keto–phenol tautomerisation of anthrone to 9-anthrol (KE=[phenol]/[ketone]) has been determined as p KE (− log KE)= 2.10 from ratios of rate constants for ketonisation of anthrol and phenolisation of anthrone in aqueous acetic acid buffers at 25 C. Combining this value with p K a= 10.0 for the ionization of anthrone, measured spectrophotometrically in piperazine and borate buffers, gives p K a= 7.9 for the ...