Acidities of α-and para-Substituted Anilines and of the Corresponding Radical Cations in DMSO Solution

Chem. J. Chinese Universities ›› 1994, Vol. 15 ›› Issue (2): 207.

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Acidities of α-and para-Substituted Anilines and of the Corresponding Radical Cations in DMSO Solution

ZHAO Yong-Yu, HUAN Zhen-Wei, CHENG Jin-Pei

Department of Chemistry, Nankai University, Tianjin, 300071

Received:1993-06-07 Revised:1993-09-10 Online:1994-02-24 Published:1994-02-24

Abstract

Abstract: Acidities of the α- and para-substituted anilines and their radical cations were determined respectively by an accurate spectrophotometric titration and by a thermochemical evaluation.The simple method used in estimating the acidities of radical cations involves combining the equilibrium acidities of the parent acids(HA) in DMSO with the oxidation potentials of the neutral molecules,E_ox(HA), and of their conjugate bases,E_ox(A^-), defined from a thermodynamic cycle.The results were discussed in terms of the substituent effects.

Key words: pK_a(HA), pK_a(HA^+·), Radical cation, Substituent effect

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ZHAO Yong-Yu, HUAN Zhen-Wei, CHENG Jin-Pei. Acidities of α-and para-Substituted Anilines and of the Corresponding Radical Cations in DMSO Solution[J]. Chem. J. Chinese Universities, 1994, 15(2): 207.

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Acidities of α-and para-Substituted Anilines and of the Corresponding Radical Cations in DMSO Solution

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