Pyrophosphoryl chloride

Chemical compound From Wikipedia, the free encyclopedia

Pyrophosphoryl chloride is the inorganic compound with the formula P2O3Cl4. Its structure is O(POCl2)2. 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, O(PO(OH)2)2.

Quick facts Names, Identifiers ...
Pyrophosphoryl chloride
Names
Other names
Diphosphoryl tetrachloride
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.033.462 Edit this at Wikidata
EC Number
  • 236-824-4
  • InChI=1S/Cl4O3P2/c1-8(2,5)7-9(3,4)6
    Key: CNTIXUGILVWVHR-UHFFFAOYSA-N
  • O=P(OP(=O)(Cl)Cl)(Cl)Cl
Properties
O(POCl2)2
Molar mass 251.74 g·mol−1
Appearance colorless liquid
Density 1.74 g/cm3
Boiling point 66–68 °C (151–154 °F; 339–341 K) 0.01 Torr
Hazards
GHS labelling:
GHS05: Corrosive
Danger
H314
P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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 → O(POCl2)2 + 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

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