Tris (2-ethylhexyl) phosphate

Structural formula
General
Surname	Tris (2-ethylhexyl) phosphate
other names	Phosphoric acid tris (2-ethylhexyl) ester; Trioctyl phosphate; Tris (isooctyl) phosphate; TEHP;
Molecular formula	C 24 H 51 O 4 P
Brief description	colorless, pungent smelling liquid
External identifiers / databases
EC number	201-116-6
ECHA InfoCard	100.001.015
PubChem	6537
Wikidata	Q2454094
properties
Molar mass	434.64 g mol −1
Physical state	liquid
density	0.92 g cm −3 (20 ° C)
Melting point	<−70 ° C
boiling point	280 ° C (decomposition)
Vapor pressure	<0.01 hPa (20 ° C)
solubility	practically insoluble in water; soluble in ethanol , acetone and diethyl ether ;
Refractive index	1.441 (25 ° C)
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 315
	P: 302 + 352
Toxicological data	37000 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

Tris (2-ethylhexyl) phosphate ( TEHP ) is an organic chemical compound from the group of phosphoric acid esters (triakyl phosphates).

Occurrence

Since tris (2-ethylhexyl) phosphate dissolves very easily from the polymers , it occurs in house dust , among other things .

Tris (2-ethylhexyl) phosphate is a colorless, slightly pungent smelling, viscous liquid. It has a viscosity of 15 mPas at 20 ° C.

Due to its properties (among other things, it is slightly biocidal ), tris (2-ethylhexyl) phosphate has a wide range of uses:

as a plasticizer with excellent low temperature flexibility and flame retardant in polymers ( PVC , PUR , NBR and others)
as a carrier material for pigments and dyes for coloring polymers
as a component of cutting oils
as a component of release agent preparations used in the metal industry
as a solvent for hydrogen peroxide synthesis

When tris (2-ethylhexyl) phosphate is heated above its flash point of 170 ° C, its vapors can form explosive mixtures with air.

According to several studies, tris (2-ethylhexyl) phosphate has the highest bioaccumulation factor of all examined organophosphorus flame retardants.

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on tris (2-ethylhexyl) phosphate in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .
↑ ^a ^b ^c Entry on Trioctyl Phosphate in the Hazardous Substances Data Bank , accessed on November 18, 2014.
↑ Åke Bergman , Andreas Rydén, Robin J. Law, Jacob de Boer, Adrian Covaci, Mehran Alaee, Linda Birnbaum, Myrto Petreas, Martin Rose, Shinichi Sakai, Nele Van den Eede, Ike van der Veen: A novel abbreviation standard for organobromine , organochlorine and organophosphorus flame retardants and some characteristics of the chemicals . In: Environment International . tape 49 , 2012, p. 57–82 , doi : 10.1016 / j.envint.2012.08.003 , PMC 3483428 (free full text).
↑ Environmental report 61/2002 on house dust pollution in Hamburg by the authority for the environment and health
↑ Safety data sheet ( Memento from December 6, 2015 in the Internet Archive ) at OKS Spezialschmierstoffe GmbH.
↑ Tadiyose Girma Bekele, Hongxia Zhao, Qingzhi Wang Jingwen Chen: Bioaccumulation and Trophic transfer of Emerging organophosphates Flame Retardants in the Marine Food Webs of Laizhou Bay, North China . In: Environmental Science & Technology . November 6, 2019, doi : 10.1021 / acs.est.9b03687 .