DEHP

Bis(2-ethylhexyl) phthalate

Names
Preferred IUPAC name Bis(2-ethylhexyl) benzene-1,2-dicarboxylate
Other names Bis(2-ethylhexyl) phthalate Di-sec octyl phthalate DEHP Octyl phthalate
Identifiers
CAS Number	117-81-7 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:17747 N
ChemSpider	8040 Y
ECHA InfoCard	100.003.829
KEGG	C03690 Y
UNII	C42K0PH13C Y
InChI InChI=1S/C24H38O4/c1-5-9-13-19(7-3)17-27-23(25)21-15-11-12-16-22(21)24(26)28-18-20(8-4)14-10-6-2/h11-12,15-16,19-20H,5-10,13-14,17-18H2,1-4H3 N Key: BJQHLKABXJIVAM-UHFFFAOYSA-N N
SMILES O=C(OCC(CC)CCCC)C1=CC=CC=C1C(OCC(CC)CCCC)=O
Properties
Chemical formula	C24H38O4
Molar mass	390.56 g·mol−1
Appearance	colorless, oily liquid
Density	0.99 g/mL (20°C)
Melting point	−50 °C (−58 °F; 223 K)
Boiling point	385 °C (725 °F; 658 K)
Solubility in water	0.00003% (23.8°C)
Vapor pressure	<0.01 mmHg (20°C)
Hazards
Main hazards	Carcinogen, irritant, teratogen
NFPA 704	1 0 0
Flash point	216 °C; 420 °F; 489 K (open cup)
Explosive limits	0.3%-?
Lethal dose or concentration (LD, LC):
LD50 (median dose)	34,000 mg/kg (oral, rabbit) 26,000 mg/kg (oral, guinea pig) 30,600 mg/kg (oral, rat) 30,000 mg/kg (oral, mouse)
US health exposure limits (NIOSH):
PEL (Permissible)	TWA 5 mg/m3
REL (Recommended)	Ca TWA 5 mg/m3 ST 10 mg/m3
IDLH (Immediate danger)	Ca [5000 mg/m3]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Bis(2-ethylhexyl) phthalate (di-2-ethylhexyl phthalate, diethylhexyl phthalate, DEHP; dioctyl phthalate, DOP), is an organic compound with the formula C₆H₄(C₈H₁₇COO)₂. DEHP is the most common member of the class of phthalates which are used as plasticizers. It is the diester of phthalic acid and the branched-chain 2-ethylhexanol. This colorless viscous liquid is soluble in oil, but not in water. Accounting for an almost 54% market share in 2010, DEHP is a High Production Volume Chemical.

Due to its suitable properties and the low cost, DEHP is widely used as a plasticizer in manufacturing of articles made of PVC. Plastics may contain 1% to 40% of DEHP. It is also used as a hydraulic fluid and as a dielectric fluid in capacitors. DEHP also finds use as a solvent in glowsticks.

Approximately three billion kilograms are produced annually worldwide. It is estimated that at least 241 million pounds of dioctyl phthalates were produced in the US in 1999, so DEHP is a High Production Volume Chemical. Four companies operating five facilities are the primary U.S. producers of DEHP: Aristech Chemical Company in Neville Island, Pennsylvania; Hatco Chemical Company in Fords, New Jersey; Teknor Apex Company in Brownsville, Tennessee and Hebronville, Massachusetts; and Tennessee Eastman Company in Kingsport, Tennessee.

Industrial production entails the reaction of phthalic anhydride with 2-ethylhexanol: