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Synthesis and acid-base transformations of (4-styrylpyridinio)-alkanesulfonates

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Abstract

(4-Styrylpyridinio)alkanesulfonates were synthesized by condensation of 2-(4-methylpyridinio)- and 2-(4-ethylpyridinio)-1-ethanesulfonates with aromatic aldehydes, and also by quaternization of 4-styrylpyridine by sulfoalkylating agents. For the p- and o-hydroxystyrylpyridinium compounds in aqueous solutions, the pK a values were determined spectrophotometrically. It is believed that the planarity of the o-hydroxypyridinium compounds is disturbed because of the reaction of the hydroxy and the α-sulfonatomethyl groups.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1357–1362, October, 1986.

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éikher-Lorka, O.S., Kupyatis, G.K.K. Synthesis and acid-base transformations of (4-styrylpyridinio)-alkanesulfonates. Chem Heterocycl Compd 22, 1099–1104 (1986). https://doi.org/10.1007/BF00473487

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  • DOI: https://doi.org/10.1007/BF00473487

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