Triethyl phosphate

Structural formula
General
Surname	Triethyl phosphate
other names	TEP; Phosphoric acid triethyl ester;
Molecular formula	C 6 H 15 O 4 P
Brief description	colorless liquid with a fruity odor
External identifiers / databases
EC number	201-114-5
ECHA InfoCard	100.001.013
PubChem	6535
ChemSpider	6287
DrugBank	DB03347
Wikidata	Q410382
properties
Molar mass	182.16 g · mol -1
Physical state	liquid
density	1.07 g cm −3
Melting point	−57 ° C
boiling point	215 ° C
Vapor pressure	0.1 hPa (20 ° C); 0.6 hPa (30 ° C); 2.7 hPa (50 ° C);
solubility	slowly hydrolyzes in water (500 g l −1 at 25 ° C); soluble in most organic solvents;
Refractive index	1.4053 (20 ° C, 589 nm)
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution
H and P phrases	H: 302
	P: 301 + 312
Toxicological data	1170 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Triethyl phosphate is an organic compound from the group of phosphoric acid esters and forms a colorless liquid under normal conditions .

history

Triethyl phosphate was first studied by the French chemist Jean Louis Lassaigne in the early 19th century.

Extraction and presentation

Triethyl phosphate can be obtained by reacting phosphorus oxychloride with ethanol .

properties

Triethyl phosphate is a colorless liquid with a fruity odor that decomposes at temperatures above 200 ° C, producing carbon monoxide , carbon dioxide , phosphorus oxides and phosphine . Triethyl phosphate vapors are 6.29 times heavier than air.

Safety-related parameters

At higher temperatures, triethyl phosphate forms flammable vapor-air mixtures. The compound has a flash point of 130 ° C. The explosion range is between 1.2 vol.% As the lower explosion limit (LEL) and 10 vol.% As the upper explosion limit (UEL). The ignition temperature is 480 ° C. The substance therefore falls into temperature class T1.

use

Triethyl phosphate is mainly used in ketene synthesis and in the plastics industry, e.g. B. as a catalyst . It is also used in plastics such as cellulose acetate , polyurethanes and polyesters and in the manufacture of pharmaceuticals, agricultural chemicals, lubricating oils and paints as a flame retardant, plasticizer, solvent or as a carrier for additives to be incorporated.

Web links

OECD : Screening Information Dataset (SIDS) Initial Assessment Report (SIAR) for Phosphoric acid, triethyl ester

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o Entry on triethyl phosphate in the GESTIS substance database of the IFA , accessed on January 14, 2020(JavaScript required) .
↑ Data sheet triethyl phosphate (PDF) from Merck , accessed on September 23, 2010.
↑ Data sheet triethyl phosphate (PDF; 164 kB) at BG RCI.
↑ David R. Lide: CRC Handbook of Chemistry and Physics . 85th edition, 2005, CRC Press, chap. 3, p. 546.
↑ Entry on triethyl phosphate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
^ Preparation of triethyl phosphate

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o Entry on triethyl phosphate in the GESTIS substance database of the IFA , accessed on January 14, 2020(JavaScript required) .

[Merck-2] Data sheet triethyl phosphate (PDF) from Merck , accessed on September 23, 2010.

[3] Data sheet triethyl phosphate (PDF; 164 kB) at BG RCI.

[CRC-4] David R. Lide: CRC Handbook of Chemistry and Physics . 85th edition, 2005, CRC Press, chap. 3, p. 546.

[CLP_100.001.013-5] Entry on triethyl phosphate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[6] Preparation of triethyl phosphate