Mechanism of the reaction of nitriles with alkaline hydrogen peroxide. Reactivity of peroxycarboximidic acid and application to superoxide ion reaction.
Y Sawaki, Y Ogata
Index: Sawaki, Yasuhiko; Ogata, Yoshiro Bulletin of the Chemical Society of Japan, 1981 , vol. 54, # 3 p. 793 - 799
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Citation Number: 51
Abstract
Formation of peroxycarboximidic acid (1) is not rate-determining in the reaction of nitrile with alkaline hydrogen peroxide to form amide and oxygen; the yield of amide based on H 2 O 2 varies from 20 to 60%. When dimethyl sulfoxide (DMSO), a reactive substrate, is added, the rate is independent of DMSO and governed in turn by a rate-determining addition of HOO− to nitrile. This reaction gives a reliable α-value of k HOO−/k HO−, which is 10000 for ...
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