139117-27-4Relevant articles and documents
Proton Transfer Reactions of 2-Alkyl-4-(4-nitrophenylazo)resorcinol Monoanions with Hydroxide Ion in Me2SO-H2O Mixtures
Hibbert, Frank,Phillips, Sian C.
, p. 571 - 574 (2007/10/02)
The kinetic behaviour observed for the removal of the hydrogen-bonded O...H...N proton from 2-alkyl-4-(4-nitrophenylazo)resorcinol monoanions by hydroxide ion in Me2SO-H2O mixtures depends on the solvent ratio and on the 2-alkyl substituent (methyl, ethyl or isopropyl).For example, for 2-isopropyl-4-(4-nitrophenylazo)resorcinol monoanion in aqueous solution and in 30percent (v/v) Me2SO-H2O the rate goes through a minimum as the hydroxide-ion concentration is increased.In 60 and 80percent (v/v) Me2SO-H2O a practically linear dependence of rate on hydroxide-ion concentration is observed whereas in 90percent (v/v) Me2SO-H2O the rate increases to a limiting value.The dependence of rate on hydroxide-ion concentration is determined by the relative values of the rate coefficients for attack of hydroxide ion on the hydrogen-bonded and non-hydrogen-bonded forms of the monoanion and the rate coefficients for their interconversion.The effects of the solvent and the 2-alkyl substituent are discussed.