Triethyl phosphate

(Redirected from Triethyl orthophosphate)

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

Triethyl phosphate[1]
Skeletal formula of triethyl phosphate
Ball-and-stick model of triethyl phosphate
Names
Preferred IUPAC name
Triethyl phosphate
Other names
Phosphoric acid triethyl ester
Phosphoric ester (archaic)
Flame retardant TEP[2]
Tris(ethyl) phosphate
Triethoxyphosphine oxide
Ethyl phosphate (neutral)
Identifiers
3D model (JSmol)
Abbreviations TEP, Et3PO4
ChEBI
ChemSpider
DrugBank
ECHA InfoCard 100.001.013 Edit this at Wikidata
UNII
  • InChI=1S/C6H15O4P/c1-4-8-11(7,9-5-2)10-6-3/h4-6H2,1-3H3 checkY
    Key: DQWPFSLDHJDLRL-UHFFFAOYSA-N checkY
  • InChI=1/C6H15O4P/c1-4-8-11(7,9-5-2)10-6-3/h4-6H2,1-3H3
    Key: DQWPFSLDHJDLRL-UHFFFAOYAA
  • O=P(OCC)(OCC)OCC
Properties
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)
Miscible
-125.3·10−6 cm3/mol
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
Flash point 107 °C (225 °F; 380 K)
Safety data sheet (SDS) http://www.sciencelab.com/msds.php?msdsId=9925320
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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.[3]

History

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

See also

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References

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  1. ^ "Zhangjiagang Shunchang Chemical Co., Ltd". Triethylphosphate. Archived from the original on December 17, 2004. Retrieved June 13, 2009.
  2. ^ "Triethyl phosphate". pubchem.ncbi.nih.gov. Retrieved 2022-12-02.
  3. ^ Triethylphosphate, International Programme on Chemical Safety