Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Isotopic Acyl Exchange. II. Effects of Bases and Solvents on the Rate of Acyl Exchange between p-Nitrophenyl Acetate and Acetic Acid
赤堀 幸男
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ジャーナル フリー

1965 年 13 巻 3 号 p. 352-361

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The isotopic acyl exchange between p-nitrophenyl acetate and acetic acid was studied in neutral organic solvents in the presence of several kinds of bases. The kinetics showed the first order dependency of the exchange rate on the base. The exchange reaction is shown to consist of the two steps. The preliminary step produced the pyridine-acetic acid complex which participated in the true exchange step. The effect on the exchange rate of structural changes of the base was attributed to changes in base strength and steric effect, and they affected the preliminary equilibrium. Solvent effect on the exchange rate and curvature of k vs. [Base] were due mainly to effect on the true exchange step and partly to effect on the preliminary step.
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© The Pharmaceutical Society of Japan
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