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- W2142880810 abstract "Phenols containing a free ortho position can be alkylated by ortho-t-butyl-phenols in the presence of catalytic amounts of p-toluenesulfonic acid at temperatures between ∼ 60 and 100°.Using, e.g., 2,6-di-t-butyl-p-cresol as an alkylating agent, trans-t-butylations were carried out with a number of para- and ortho-substituted phenols.The above mentioned reactions lead to equilibria of the type: 2,6-di-t-butyl-p-ZC6H2OH + p-ZC6H4OH ⇄ 2 (2-t-butyl-p-ZC6H3OH)The equilibrium constant (K = 43 at 80°C) is independent of the substituent present in the phenolic nucleus.For Z = p-CH3 the energy of activation of the forward reaction amounts to 18.5 kcal/mole. Ortho-para isomerization occurs, when the 3, 4 and 5 positions are free. Several differences between the catalytic effects of p-toluenesulfonic acid and aluminium phenoxide are discussed." @default.
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- W2142880810 date "1971-01-01" @default.
- W2142880810 modified "2023-09-28" @default.
- W2142880810 title "Trans-substitution and equilibration of phenols: Part II. Trans-t -butylation of phenols in the presence of para -toluenesulfonic acid as the catalyst" @default.
- W2142880810 cites W2155056066 @default.
- W2142880810 doi "https://doi.org/10.1002/recl.19710900103" @default.
- W2142880810 hasPublicationYear "1971" @default.
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