Phosphororganische Antioxidantien. I. Kinetik und Mechanismus der Zersetzung von Alkyl‐hydroperoxiden durch o‐Phenylen‐phosphite und ‐phosphate

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Abstract
Organophosphorus Antioxidants. I. Kinetics and Mechanism of the Decomposition of Alkylhydroperoxides by o‐Phenylene Phosphites and PhosphatesThe reaction mechanism of 2‐(2, 6‐di‐tert‐butyl‐4‐methyl‐phenoxyl)‐1,3,2‐benzodioxaphosphole (1) with cumyl and t‐butyl hydroperoxide has been studied kinetically by means of 31P‐n.m.r. spectroscopy and high pressure liquid chromatography. 1 reacts with cumyl hydroperoxide to give the corresponding 2‐oxide (2) which with more hydroperoxide and/or water forms the open chained phosphate ester 5. This acidic phosphate decomposes hydroperoxide catalytically. The kinetic parameters of the separate reaction steps are given. The ionic mechanism of hydroperoxide decomposition is accompanied by a homolytic one in a minor proportion.