Journal of Organic Chemistry p. 5092 - 5096 (1985)
Update date:2022-08-03
Topics:
Hine, Jack
Hahn, Soonkap
Miles, David E.
Ahn, Kyunghye
2,7-Dimethyl-1,8-biphenylenediol has been synthesized from 2-methyl-5-nitrophenol in nine steps. 1,5-Biphenylenediol has been prepared by dimerization of 3-methoxybenzyne, separation of isomers, and demethylation. 8-Methoxy-1-biphenylenol has been made by the partial demethylation of 1,8-dimethoxybiphenylene.Ionization constants (pK1 8.04, pK2 11.47, pK1 8.35, pK2 9.97, and pK 9.15, respectively) have been determined for these compounds and for 1,8-biphenylenediol (pK1 8.01, pK2 11.00) and 1- biphenylenol (pK 8.64) by ultraviolet spectrophotomeric measurements in aqueous solution.
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