Chemistry:Tris(2-ethylhexyl) phosphate

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Tris(2-ethylhexyl) phosphate
Tris(2-ethylhexyl)phosphat.svg
Identifiers
3D model (JSmol)
Abbreviations TEHP
ChEBI
ChEMBL
ChemSpider
EC Number
  • 201-116-6
RTECS number
  • MP0770000
UNII
Properties
C24H51O4P
Molar mass 434.642 g·mol−1
Hazards
GHS pictograms GHS07: Harmful
GHS Signal word Warning
H315, H319, H335
P261, P264, P264+265Script error: No such module "Preview warning".Category:GHS errors, P271, P280, P302+352, P304+340, P305+351+338, P319Script error: No such module "Preview warning".Category:GHS errors, P321, P332+317Script error: No such module "Preview warning".Category:GHS errors, P337+317Script error: No such module "Preview warning".Category:GHS errors, P362+364Script error: No such module "Preview warning".Category:GHS errors, P403+233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Tris(2-ethylhexyl)phosphate (TEHP[2]) is an organic chemical compound in the organophosphate group. It is a triakylphosphate.

Occurrence

Since tris(2-ethylhexyl) phosphate is easily separated from polymers, it is often found in house dust[3]

Properties

Tris(2-ethylhexyl) phosphate is a colourless, viscous liquid with a faint, piercing smell. It has a viscosity of 15 mPas at 20 °C.[4]

Uses

Due to its properties (including that it is a mild biocide), tris(2-ethylhexyl)phosphate is used in a variety of applications:

  • as a plasticizer in polymers (PVC, PU, NBR and others) giving good cold flexibility and flame retarding properties
  • as a carrier for pigments and dyes used in colouring polymers
  • as a component in cutting fluid[5]
  • as a component in release agents, used in the metal casting industry
  • as a solvent in hydrogen peroxide synthesis

Safety

When heated above its flash point of 170 °C, TEHP can release vapours capable of forming explosive mixtures with air.[6]

Several studies concluded that TEHP has the highest bioaccumulation factor of all organophosphate flame retardants examined.[7]

References

  1. "Tris(2-ethylhexyl) phosphate" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/6537#section=Safety-and-Hazards. 
  2. Bergman, Åke; Rydén, Andreas; Law, Robin J.; de Boer, Jacob; Covaci, Adrian; Alaee, Mehran; Birnbaum, Linda; Petreas, Myrto et al. (November 2012). "A novel abbreviation standard for organobromine, organochlorine and organophosphorus flame retardants and some characteristics of the chemicals" (in en). Environment International 49: 57–82. doi:10.1016/j.envint.2012.08.003. PMID 22982223. 
  3. Wang, Lei; Jia, Yingting; Hu, Jianying (2022-07-01). "Nine alkyl organophosphate triesters newly identified in house dust" (in en). Environment International 165: 107333. doi:10.1016/j.envint.2022.107333. ISSN 0160-4120. https://www.sciencedirect.com/science/article/pii/S0160412022002604. 
  4. PubChem. "Tris(2-ethylhexyl) phosphate" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/6537. 
  5. "TRIS(2-ETHYLHEXYL)PHOSPHATE (TEHP) |". https://atamankimya.com/sayfalar.asp?LanguageID=2&cid=3&id=978&id2=10459. 
  6. "TRIS(2-ETHYLHEXYL)PHOSPHATE | CAMEO Chemicals | NOAA". https://cameochemicals.noaa.gov/chemical/20381. 
  7. Bekele, Tadiyose Girma; Zhao, Hongxia; Wang, Qingzhi; Chen, Jingwen (2019-11-19). "Bioaccumulation and Trophic Transfer of Emerging Organophosphate Flame Retardants in the Marine Food Webs of Laizhou Bay, North China" (in en). Environmental Science & Technology 53 (22): 13417–13426. doi:10.1021/acs.est.9b03687. ISSN 0013-936X. PMID 31693343. Bibcode2019EnST...5313417B. https://pubs.acs.org/doi/10.1021/acs.est.9b03687.