Triethyl phosphate

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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).

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".

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

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

See also

References

  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