Kinetics of the reaction of .ALPHA.-chloro aliphatic acids with aqueous ammonia.
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概要
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The kinetics of the reaction of α-chloro aliphatic acids (CAA's) with aqueous ammonia to form the corresponding α-amino acids and α-hydroxy acids have been studied by measuring the produced chloride ion. The observed rate for CAA's having COOH on a <I>s</I>-C (<I>s</I>-CAA's) is expressed as: <I>v</I>=(<I>k</I><SUB>1</SUB>+<I>k</I><SUB>2</SUB>[NH<SUB>3</SUB>]<SUB>ex</SUB>)[CAA], while the rate for CAA having COOH on a <I>t</I>-C (<I>t</I>-CAA): <I>v</I>=<I>k</I><SUB>1</SUB>[CAA], These results together with previous observations indicate that the mechanism changes with substrate, <I>i.e.</I>, pure <I>S</I><SUB>N</SUB>2 type for chloroacetic acid to pure <I>S</I><SUB>N</SUB>1 type for α-chloroisobutyric acid. The exclusion of α-lactone mechanism and the effect of carboxylato group are discussed. The reactivity of ammonia toward α-chloro aliphatic acids is as twice as that of hydroxide ion.
- 公益社団法人 日本化学会の論文
著者
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Kawasaki Atsushi
Department Of Cardiology Mie Central Medical Center
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Ogata Yoshiro
Department Of Mechanical Engineering Ii Faculty Of Engineering Kyoto University:(present Address)res
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Sawaki Yasuhiko
Department Of Applied Chemistry Faculty Of Engineering Nagoya University
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Yamauchi Yuya
Department of Applied Chemistry, Faculty of Engineering, Nagoya University
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