Hexaethyl tetraphosphate

Hexaethyl tetraphosphate (also known as HETP) is the organophosphorus compound with the chemical formula [(C2H5O)3P2O3]2O. The compound has not been isolated in pure form but appears to be a colorless liquid at room temperature. Commercial samples appear brown due to impurities. It is a constituent of the insecticide Bladan. In the 1940s, it was about as significant an insecticide as DDT and was referred to as "another of DDT's rivals for fame" in a 1948 book.

Hexaethyl tetraphosphate
Names
Preferred IUPAC name
Hexaethyl tetraphosphate
Other names
HETP; ethyl tetraphosphate, hexa-; Bladan Base
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.010.961
PubChem CID
UNII
  • InChI=1S/6C2H6.4H3O4P/c6*1-2;4*1-5(2,3)4/h6*1-2H3;4*(H3,1,2,3,4)/p-12 Y
    Key: DVNMJDOOCFYQAV-UHFFFAOYSA-B Y
  • InChI=1S/C12H30O13P4/c1-7-17-26(13,18-8-2)23-28(15,21-11-5)25-29(16, 22-12-6)24-27(14,19-9-3)20-10-4/h7-12H2,1-6H3
    Key: DAJYZXUXDOSMCG-UHFFFAOYSA-N
SMILES
  • [O-]P([O-])(=O)[O-].[O-]P([O-])([O-])=O.CC.CC.CC.CC.CC.CC.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O
Properties
C12H30P4O13
Molar mass 506.25 g/mol
Appearance yellow to brown liquid
Density 1.331 g/cm3
Melting point −40 °C (−40 °F; 233 K)
Boiling point 467.01 °C (872.62 °F; 740.16 K)
moderate
Solubility most organic solvents
Refractive index (nD)
 1.443
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 skin absorption; inhalation
Flash point 120.82 °C (249.48 °F; 393.97 K)
Related compounds
Related compounds
 tetraethyl pyrophosphate
pentaethyl triphosphate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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