Triethyl phosphate

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by DePiep (talk | contribs) at 14:24, 26 June 2015 (Chembox: rm/replace dedeprecated params. Fix unk parameters (via AWB script)). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Triethyl phosphate[1]
Skeletal formula of triethyl phosphate
Ball-and-stick model of triethyl phosphate
Names
IUPAC name
Triethyl phosphate
Other names
Ethyl phosphate; Triethylphosphate; Tris(ethyl) phosphate; Triethoxyphosphine oxide
Identifiers
3D model (JSmol)
Abbreviations TEP, Et3PO4
ChEBI
ChemSpider
DrugBank
ECHA InfoCard 100.001.013 Edit this at Wikidata
  • 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
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)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

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

References

  1. ^ "Zhangjiagang Shunchang Chemical Co., Ltd". Triethylphosphate. Retrieved June 13, 2009.
  2. ^ Triethylphosphate, International Programme on Chemical Safety