Pyrophosphoryl chloride is the inorganic compound with the formula (POCl2)2O. It is a colorless syrup. In terms of its chemical structure, the compound consists of two tetrahedral phosphorus sites that share an oxo bridge. The name implies that the compound is a derivative of pyrophosphoric acid, (PO(OH)2)2O.

The compound is obtained by treating phosphoryl chloride with half an equivalent of methanol, as described in the following chemical equation:[1]

2 POCl3 + CH3OH → (POCl2)2O + CH3Cl + HCl

Pyrophosphoryl chloride is proposed as an intermediate in the chlorination of alcohols by phosphoryl chloride. It is also a reagent for Vilsmeier-Haack formylations.[2]

References

  1. ^ Cheung, Gi K.; Downie, Ian M.; Earle, Martyn J.; Heaney, Harry; Matough, M. Fathy S.; Shuhaibar, Khamis F.; Thomas, Deborah (1992). "A Convenient Preparation of Pyrophosphoryl Chloride and Its Use in Vilsmeier Formylation Reactions". Synlett (1). doi:10.1055/s-1992-21272.
  2. ^ Downie, Ian M.; Earle, Martyn J.; Heaney, Harry; Shuhaibar, Khamis F. (1993). "Vilsmeier formylation and glyoxylation reactions of nucleophilic aromatic compounds using pyrophosphoryl chloride". Tetrahedron. 49 (19). doi:10.1016/s0040-4020(01)89915-4.
Allikas: https://en.wikipedia.org/wiki/Pyrophosphoryl_chloride
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