2-Ethylhexyl diphenyl phosphate

2-Ethylhexyl diphenyl phosphate (Octicizer) is an organophosphate compound. It acts as both a plasticizer and flame retardant in PVC, its wide liquid range also makes it suitable as a flame retardant in hydraulic fluids. It has low acute toxicity in feeding experiments,[1] but has been implicated as a potential hormone mimetic.[2][3]

2-Ethylhexyl diphenyl phosphate
Names
Preferred IUPAC name
2-Ethylhexyl diphenyl phosphate
Other names
Disflamoll DPO (Lanxess)
Phosflex 362 (ICL-IP)
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.013.625 Edit this at Wikidata
EC Number
  • 214-987-2
KEGG
UNII
UN number 3082
  • InChI=1S/C20H27O4P/c1-3-5-12-18(4-2)17-22-25(21,23-19-13-8-6-9-14-19)24-20-15-10-7-11-16-20/h6-11,13-16,18H,3-5,12,17H2,1-2H3
    Key: CGSLYBDCEGBZCG-UHFFFAOYSA-N
  • CCCCC(CC)COP(=O)(OC1=CC=CC=C1)OC2=CC=CC=C2
Properties
C20H27O4P
Molar mass 362.406 g·mol−1
Melting point −60 °C (−76 °F; 213 K)
Boiling point 196 °C (385 °F; 469 K)
Hazards
GHS labelling:
GHS09: Environmental hazard
Warning
H410
P273, P391, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

edit
  1. ^ Treon JF, Dutra FR, Cleveland FP (August 1953). "Toxicity of 2-ethylhexyl diphenyl phosphate. I. Immediate toxicity and effects of long-term feeding experiments". A.M.A. Archives of Industrial Hygiene and Occupational Medicine. 8 (2): 170–84. PMID 13064875.
  2. ^ Li J, Zhao L, Letcher RJ, Zhang Y, Jian K, Zhang J, Su G (June 2019). "A review on organophosphate Ester (OPE) flame retardants and plasticizers in foodstuffs: Levels, distribution, human dietary exposure, and future directions". Environment International. 127: 35–51. Bibcode:2019EnInt.127...35L. doi:10.1016/j.envint.2019.03.009. PMID 30901640.
  3. ^ Li Y, Kang Q, Chen R, He J, Liu L, Wang L, Hu J (July 2020). "2-Ethylhexyl Diphenyl Phosphate and Its Hydroxylated Metabolites are Anti-androgenic and Cause Adverse Reproductive Outcomes in Male Japanese Medaka (Oryzias latipes)". Environmental Science & Technology. 54 (14): 8919–8925. Bibcode:2020EnST...54.8919L. doi:10.1021/acs.est.0c02775. PMID 32559385. S2CID 219948553.