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ChemInform Abstract: A Facile Preparation of Dialkyl Phosphonate Compounds from Sterically Hindered p-Nitrocumyl Halides Through the SRN1 Mechanism.

✍ Scribed by J. U. RHEE; G. A. RUSSELL; W. BAIK


Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


1999 organo-phosphorus compounds, isocyclic C derivatives organo-phosphorus compounds, isocyclic C derivatives S 0084 06 -149 A Facile Preparation of Dialkyl Phosphonate Compounds from Sterically Hindered p-Nitrocumyl Halides Through the S RN 1 Mechanism. -The reaction of the anion derived from p-nitrobenzyl phosphonate (I) with p-nitrocumyl halides [cf. (II)] is investigated under ordinary laboratory light, in the presence of a radical scavenger, and under photolysis. As expected, sunlamp irradiation greatly promotes the S RN 1 product (III), whereas radical trapping results in complete inhibition. -(RHEE,