Sulfur phosphorus—oxygen bonds

Bromodifliiorophosphine is also obtained by HBr cleavage of the phosphorus-oxygen bond of p.-oxobisdifluorophosphine 50), and there is one report of HCl cleavage of a phosphorus-sulfur bond 48)... 

In contrast to phosphorus esters, sulfur esters are usually cleaved at the carbon-oxygen bond with carbon-fluorine bond formation Cleavage of esteri nf methanesulfonic acid, p-toluenesidfonic acid, and especially trifluoromethane-sulfonic acid (tnflic acid) by fluoride ion is the most widely used method for the conversion of hydroxy compounds to fluoro derivatives Potassium fluoride, triethylamine trihydrofluoride, and tetrabutylammonium fluoride are common sources of the fluoride ion For the cleavage of a variety of alkyl mesylates and tosylates with potassium fluoride, polyethylene glycol 400 is a solvent of choice, the yields are limited by solvolysis of the leaving group by the solvent, but this phenomenon is controlled by bulky substituents, either in the sulfonic acid part or in the alcohol part of the ester [42] (equation 29)... 

Figure 4.19 Molecules of phosphorus and sulfur with multiple bonds to carbon, nitrogen, and oxygen.

Methyl parathion. an insecticide, is prepared by a similar reaction. The change to a phosphorus-sulfur double bond rather than a phosphorus-oxygen double bond, does not have a dramatic effect on the chemistry of the compound. 

B. By oxidation Carbon-Phosphorus Bond Carbon-Silicon Bond Carbon-Halogen Bond Oxygen-Oxygen Bond Sulfur-Sulfur Bond... 

D. V-Nitrosamines Oxygen-Sulfur Bond Oxygen-Nitrogen Bond Oxygen-Phosphorus Bond Sulfur-Nitrogen Bond Sulfur-Halogen Bond Sulfur-Phosphorus Bond References... 

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