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Reaction of some cyclic phosphorus chlorides with dimethyl sulfoxide

✍ Scribed by Rudi Ra̋tz; Orville J. Sweeting

Publisher
Elsevier Science
Year
1963
Tongue
French
Weight
171 KB
Volume
4
Category
Article
ISSN
0040-4039

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✦ Synopsis

WE have recently prepared puri 3,9-dichloro-2,4,8,10-tetraoxa-?,p-diphosphaspiro[5.5]undecane-3,'+dioxide'(I) and have studied some of the chemistry of this reactive bifunctional phosphochloridat.e.l We report here the replacement of chlorine by hydroxyl in anhydrous medium by reaction of I with excess dimethyl sulfoxide. A well defined crystalline intermediate, the hitherto unknown sulfoxonium phosphate (II) was isolated in nearly quantitative yield.

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The reaction of sulfoxides with hydrogen
The reaction of sulfoxides with hydrogen chloride
✍ R.H. Rynbrandt 📂 Article 📅 1971 🏛 Elsevier Science 🌐 French ⚖ 128 KB

The reversible formation of sulfodichloride intermediates (&,) has been proposed to explain the RlR2SO + 2HCl&lR2SC123 + Ii20 (Eq. 1) 1 s racemization of optically active sulfoxides by hydrogen chloride in organic solvents (Eq. 1). 1,2 Mislow' h8S suggested that the symmetrization of the sulfodic