Acid-Base Equilibria of Aniline Derivatives in n-Butanol
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Acid-base equilibria of the aniline derivatives in n-BuOH were investigated. The over-all dissociation constant (K^<n-BuOH>_<BH>=K^O_<BH>/K_BK_<BHX>=[H^+] [B] f_H/[BH^+] f_<BH>) and the dissociation constant of ion pair (K_<BHX>=[BH^+] [X^-] f_<BH>f_X/[BH^+X^-]) were estimated. The ion pair (BH^+X^-) existed to a considerable extent. The values of pK^<n-BuOH>_<BH> and pK_<BHX> 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=pK^<n-BuOH>_<BH>-pK_a=0.4-0.8).
- 公益社団法人日本薬学会の論文
- 1978-01-25
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