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Issue 20, 1969
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Reactions of organic peroxides. Part XIII. Amino-peroxides from carbonyl compounds, ammonia, and hydroperoxides

E. G. E. Hawkins 

Abstract

Reaction of cyclohexanone with t-butyl hydroperoxide and ammonia gave 1-t-butylperoxycyclohexylamine which formed normal amine derivatives with phenyl isocyanate, acetyl chloride, benzoyl chloride, ethyl chloroformate, t-butyl hypochlorite, and toluene-p-sulphonyl chloride. Decomposition of the peroxyamine and several of its derivatives by pyrolysis and by treatment with bases was studied. When t-butyl hydroperoxide was replaced by cumene hydroperoxide the product contained the corresponding 1-cumylperoxycyclohexylamine. Treatment of acyclic ketones with t-butyl hydroperoxide and ammonia gave no peroxyamines, whereas evidence was obtained that acyclic aldehydes (acetaldehyde and n-butyraldehyde) gave rise to diperoxyamines.

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Article type: Paper
DOI: 10.1039/J39690002682
Citation: J. Chem. Soc. C, 1969,0, 2682-2686
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    Reactions of organic peroxides. Part XIII. Amino-peroxides from carbonyl compounds, ammonia, and hydroperoxides

    E. G. E. Hawkins, J. Chem. Soc. C, 1969, 0, 2682
    DOI: 10.1039/J39690002682

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