Tetraethyl pyrophosphate

Tetraethyl pyrophosphate

IUPAC name tetraethyl diphosphate
Identifiers
CAS number	107-49-3^Y
PubChem	7873
ChemSpider	7585^Y
ChEMBL	CHEMBL293787^Y
Jmol-3D images	Image 1
SMILES O=P(OP(=O)(OCC)OCC)(OCC)OCC
InChI InChI=1S/C8H20O7P2/c1-5-11-16(9,12-6-2)15-17(10,13-7-3)14-8-4/h5-8H2,1-4H3^Y Key: IDCBOTIENDVCBQ-UHFFFAOYSA-N^Y InChI=1/C8H20O7P2/c1-5-11-16(9,12-6-2)15-17(10,13-7-3)14-8-4/h5-8H2,1-4H3 Key: IDCBOTIENDVCBQ-UHFFFAOYAI
Properties
Molecular formula	C₈H₂₀O₇P₂
Molar mass	290.19 g mol⁻¹
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Tetraethyl pyrophosphate, abbreviated TEPP, is an organophosphate compound. It is used as a pesticide.

This compound is a clear, colorless liquid. It is soluble in water, but hydrolyzes rapidly.^[1] It was first synthesized by Philippe de Clermont. This compound may be prepared by two equivalents of diethyl chlorophosphate with one equivalent of water in the presence of pyridine to scavenge the hydrogen chloride formed:^[2]

References

^ Robert L. Metcalf (2005), "Insect Control", Ullmann's Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH, doi:10.1002/14356007.a14_263
^ Toy, A. D. F. (1948). "The Preparation of Tetraethyl Pyrophosphate and Other Tetraalkyl Pyrophosphates". J. Am. Chem. Soc. 70 (11): 3882. doi:10.1021/ja01191a104.