Organophosphorus Chemistry. Addition Reactions of Diethyl Phosphonate and the Oxidation of Triethyl Phosphite1

MS Kharasch, RA MOSHER…

Index: Kharasch,M.S. et al. Journal of Organic Chemistry, 1960 , vol. 25, p. 1000 - 1006

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Citation Number: 93

Abstract

The reactions of dialkyl phosphonates, with aldehydes and ketones to give dialkyl a- hydroxyalkylphosphonates, and with olefins to yield dialkyl alkylphosphonates are discussed. Trialkyl phosphites react smoothly and vigorously with hydroperoxides (oxidation- reduction) to yield the trialkyl phosphate and the corresponding alcohol. Cryoscopic molecular weight data reveal that the P-0 dipole readily enters into hydrogen-bonded ...