Compounds by addition of hydroperoxides to .alpha., .beta.-unsat

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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C07C17903, C07C179025

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042899141

ABSTRACT:
Compounds containing at least one keto group and at least one peroxy group, each peroxy oxygen being joined to a tertiary carbon atom.
Examples: 2-Methyl-2-(t-butylperoxy)-4-pentanone. 2,6-Dimethyl-2,6-bis(t-butylperoxy)-4-heptanone. 3,5,5-Trimethyl-3-(t-butylperoxy)cyclohexanone.
The compounds are prepared by the strong acid catalyzed addition of a tertiary hydroperoxide to an .alpha.,.beta.-unsaturated ketone. Illustration: Mesityl oxide and pinanyl hydroperoxide, in slight excess, were reacted at 0.degree. C. in the presence of 77% sulfuric acid; the reaction mix was stirred for 16 hours at 25.degree. C. Product 2-methyl-2-pinanyl-peroxy-4-pentanone was recovered.

REFERENCES:
patent: 2508256 (1950-05-01), Harman
patent: 3062841 (1962-11-01), Yang
patent: 3755454 (1973-08-01), Chang et al.
patent: 3907903 (1975-09-01), Chang et al.
McKellin "Chemical Abstract" vol. 72 (1970) p. 334, 7802p.

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