Compounds by addition of hydroperoxides to .alpha., .beta.-unsaturated ketones
AssigneePennwalt Corporation
InventorWilbur H. McKellin
Life of this patent
Estimating the term…
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.
Claims6
Alicyclic keto-peroxy compounds of the formula:
- ##STR23## where:
- (a) the alicyclic ring may be a single ring or a fused double ring and has 4-10 carbon atoms in the ring;
- (b) p is an integer equal to 1-2;
- (c) q is an integer equal to 1-4;
- (d) p+q is equal to 2-6;
- (e) said ##STR24## is joined to a carbon atom .alpha. to a ring tertiary carbon atom which is joined to a peroxy oxygen;
- (f) R.sub.1 is an aliphatic, cycloaliphatic or aryl radical;
- (h) R.sub.3 is an aliphatic or cycloaliphatic radical affording a t-carbon atom which is joined to a peroxy oxygen atom;
- and
- (j) R.sub.6 is an aliphatic biradical.
3,5,5-Trimethyl-3-(t-butylperoxy) cyclohexanone.
Dependencies are inferred from the claim text.