The Reaction of Hypochlorite with Glycine. I. Decomposition of Glycine and Formation of Cyanogen Chloride

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  • グリシンに対する次亜塩素酸の作用　Ｉ　　グリシンの分解とクロルシアニンの生成

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In the reaction of hypochlorite with amino acids, chloramine is formed at the first stage, and then decarboxylation and oxidation occur. Thus, either corresponding aldehyde and ammonia or corresponding nitrile is formed from amino acids. In the present studies, the products in the reaction mixture of glycine with hypochlorite at neutral condition are determined quantitatively. When the molar ratio of hypochlorite to glycine was less than 1, the residual chlorine and glycine were stable in the reaction mixture ; thus no ammonia and no aldehyde were formed. At the molar ratio ranging from 1 to 3, cyanide and cyanogen chloride were produced. Maximum formation of cyanide was observed at the ratio of about 2, but its yield was only 20% of glycine. When hypochlorite reacted on glycine at the molar ratio of 3, cyanogen chloride was produced in a quantitative yield. Cyanogen chloride was degraded by subsequent addition of excess hypochlorite. From these results, it is concluded that the nitrile formation is a main reaction of glycine with hypochlorite.

Journal

  • Eisei kagaku

    Eisei kagaku 28 (5), 267-273, 1982

    The Pharmaceutical Society of Japan

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