33288-10-7Relevant academic research and scientific papers
Covalent Modification of Proteins and Peptides by the Quinone Methide from 2-tert-Butyl-4,6-dimethylphenol: Selectivity and Reactivity with Respect to Competitive Hydration
McCracken, Paul G.,Bolton, Judy L.,Thatcher, Gregory R.J.
, p. 1820 - 1825 (1997)
Covalent modification of cellular nucleophiles by electrophilic metabolites has been shown to be an important pathway in the toxicological activity of many xenobiotic compounds. The p-quinone methide (4-allylidene-2,5-cyclohexadien-1-one, QM) oxidative me
A comprehensive kinetic and mechanistic study of different phenols-formaldehyde reactions
Raut, Vaishali P.,Jassal
experimental part, p. 813 - 818 (2012/04/10)
Kinetic study of the reaction of 2-tertiary butyl 6-methyl phenol with formaldehyde has been made at 338, 343, 348 and 353 K and at pH values of 10.0, 10.4, 10.8 and 11.2 using sodium hydroxide as catalyst. Reaction follows an overall second order rate law with the formation of 4-methylol 2-tertiary butyl 6-methyl phenol. Activation energy, ΔE and entropy of activation, ΔS#obs values were calculated using the linear plots of log k versus 1/T. Effect of the polarity of solvents i.e. methanol, ethanol, isopropanol and 1,4-dioxan show that rate of the reaction is highest in 1,4-dioxan. Catalysis by Lewis bases, MEA, DEA, TEA and TEAH exihibit that MEA acts as weak Lewis base and TEAH as a strong base. A comparative study of the reactivities of different phenols viz. 2,4-xylenol, phenol, m-cresol and saligenin-formaldehyde reactions reveal that rate is lowest in the case of 2-tertiary butyl 6-methyl phenol-formaldehyde reaction and highest in saligenin-formaldehyde reaction. The calculated and experimental values of second order rate constant at different temperatures and at pH value of 11.0 agree well within the experimental error.
