2-Ethylhexyl diphenyl phosphate

2-Ethylhexyl diphenyl phosphate
Names
	Preferred IUPAC name 2-Ethylhexyl diphenyl phosphate
	Other names Disflamoll DPO (Lanxess); Phosflex 362 (ICL-IP)
Identifiers
CAS Number	1241-94-7 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL2105213;
ChemSpider	14040;
ECHA InfoCard	100.013.625
EC Number	214-987-2;
KEGG	D05224;
PubChem CID	14716;
UNII	4F53Z6NE1Y ;
UN number	3082
CompTox Dashboard (EPA)	DTXSID1025300 ;
	InChI 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;
	SMILES CCCCC(CC)COP(=O)(OC1=CC=CC=C1)OC2=CC=CC=C2;
Properties
Chemical formula	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:
Pictograms
Signal word	Warning
Hazard statements	H410
Precautionary statements	P273, P391, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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]

References

^ 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.
^ 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.
^ 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.

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[pmid13064875-1] 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.

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[2]

[3]

Names

Preferred IUPAC name 2-Ethylhexyl diphenyl phosphate
Other names Disflamoll DPO (Lanxess) Phosflex 362 (ICL-IP)
Identifiers
CAS Number	1241-94-7^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL2105213
ChemSpider	14040
ECHA InfoCard	100.013.625
EC Number	214-987-2
KEGG	D05224
PubChem CID	14716
UNII	4F53Z6NE1Y^Y
UN number	3082
CompTox Dashboard (EPA)	DTXSID1025300
InChI 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
SMILES CCCCC(CC)COP(=O)(OC1=CC=CC=C1)OC2=CC=CC=C2
Properties
Chemical formula	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:
Pictograms
Signal word	Warning
Hazard statements	H410
Precautionary statements	P273, P391, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references