Organic peroxides containing functional groups. Part IV. Preparation and properties of t-butyl peroxy-esters of cyclohexyl- and phenyl-phosphonic acids

Journal of the Chemical Society C: Organic Pub Date: DOI: 10.1039/J39700000501

Abstract

t-Butyl peroxy-esters of cyclohexyl- and phenyl-phosphonic acids have been prepared and characterised. Di-t-butyl cyclohexyldiperoxyphosphonate can decompose by both heterolysis and homolysis of the peroxide bonds. The mono- and di-t-butyl peroxy-esters of phenylphosphonic acid decompose solely by heterolysis. In the case of di-t-butyl phenyldiperoxyphosphonate the peroxide bonds undergo heterolysis in two distinct stages. The relationship between the decomposition mechanism of t-butyl peroxy-esters and the pKa values of the parent acids is discussed.

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