Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Acid-Base Equilibria of Aniline Derivatives in n-Butanol
北川 隆康
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1978 年 26 巻 1 号 p. 59-65

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Acid-base equilibria of the aniline derivatives in n-BuOH were investigated. The over-all dissociation constant (Kn-BuOHBH=KOBH/KBKBHX=[H+] [B] fH/[BH+] fBH) and the dissociation constant of ion pair (KBHX=[BH+] [X-] fBHfX/[BH+X-]) were estimated. The ion pair (BH+X-) existed to a considerable extent. The values of pKn-BuOHBH and pKBHX were respectively : 3.47, 2.83 for 4-methyl-3-nitroaniline ; 3.33, 2.66 for 4-carbethoxyaniline ; 2.94, 2.42 for 2-methoxy-5-nitroaniline ; 2.84, 2.74 for m-nitroaniline ; 2.79, 2.84 for 2-methyl-5-nitroaniline. The basicity of the anilines in n-BuOH increased as compared with that in water (ΔpK=pKn-BuOHBH-pKa=0.4-0.8).
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© The Pharmaceutical Society of Japan
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