62947-23-3Relevant academic research and scientific papers
Substituted diaminophenols, and hair dyes containing such compounds
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, (2008/06/13)
Compounds of the formula (I) and their salts with inorganic and organic acids, STR1 in which R1 is a hydrogen atom or a trimethylsilyl group, R2, R3, R4, and R5 are, independently of each other, a hydrogen atom, a (C1 -C4) alkyl group, a hydroxy-(C2 -C3) alkyl group, an alkoxy-(C2 -C3) group, an amino-(C2 -C3) group, or a 2,3-dihydroxypropyl group, and in which R1, R2, R3, R4 and R5 are not simultaneously hydrogen atoms, and processes for their preparation and use as hair-coloring agents.
Kinetics and Thermodynamics of Phenolate Silylation and Alkylation
Ellington, Joe Carey,Arnett, E. M.
, p. 7778 - 7785 (2007/10/02)
A kinetic and thermodynamic investigation of the silylation reactions of alkali phenolates with several trisubstituted silyl chlorides was performed in tetrahydrofuran, acetonitrile, and dimethyl sulfoxide.Heats and rates of reaction were determined by titration calorimetry and stopped-flow techniques and found to be strongly dependent upon solvent polarity, ion pairing of the alkali phenolate, and steric and electronic influences.Reaction rates were considerably faster in acetonitrile and dimethyl sulfoxide than in tetrahydrofuran where ion-pairing effects were significant.Rates were accelerated by the addition of crown ethers.In most cases, potassium phenolates were more reactive than the corresponding sodium phenolates.The order of reactivity observed for the silyl chlorides increased as follows: i-Pr3 a's of the parent phenols, and the appropriate Hammett ? constants.Hammett plots for the silylation reactions of substituted potassium phenolates with triphenylsilyl fluoride gave values of ρ = 1.24 and 2.40 for the reaction in acetonitrile and dimethyl sulfoxide, respectively.
