Triethyl phosphate

Triethyl phosphate[1]
IUPAC name Triethyl phosphate
Other names Ethyl phosphate; Triethylphosphate; Tris(ethyl) phosphate; Triethoxyphosphine oxide
Identifiers
CAS number	78-40-0 Y
PubChem	6535
ChemSpider	6287 Y
DrugBank	DB03347
ChEBI	CHEBI:45927 Y
Jmol-3D images	Image 1
SMILES O=P(OCC)(OCC)OCC
InChI InChI=1S/C6H15O4P/c1-4-8-11(7,9-5-2)10-6-3/h4-6H2,1-3H3 Y Key: DQWPFSLDHJDLRL-UHFFFAOYSA-N Y InChI=1/C6H15O4P/c1-4-8-11(7,9-5-2)10-6-3/h4-6H2,1-3H3 Key: DQWPFSLDHJDLRL-UHFFFAOYAA
Properties
Molecular formula	C6H15O4P
Molar mass	182.15 g/mol
Density	1.072 g/cm3
Melting point	−56.5 °C; −69.7 °F; 216.7 K
Boiling point	215 °C; 419 °F; 488 K
Solubility in water	Miscible
Hazards
NFPA 704	1 2 0
Flash point	107 °C; 225 °F; 380 K
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Triethyl phosphate is a chemical compound with the formula (C₂H₅)₃PO₄. It is a colorless liquid. It is the triester of ethanol and phosphoric acid and can be called "phosphoric acid, triethyl ester".

Its primary uses are as an industrial catalyst (in acetic anhydride synthesis), a polymer resin modifier, and a plasticizer (e.g. for unsaturated polyesters). In smaller scale it is used as a solvent for e.g. cellulose acetate, flame retardant, an intermediate for pesticides and other chemicals, stabilizer for peroxides, a strength agent for rubber and plastic including vinyl polymers and unsaturated polyesters, etc.^[2]

Triethyl phosphate is also a common intermediate in the manufacture of pesticides.

History

It was studied for the first time by French chemist Jean Louis Lassaigne in the early 19th century.

See also

• Franz Anton Voegeli

References