Bis(2-ethylhexyl) adipate

Bis(2-ethylhexyl) adipate
Names
	Preferred IUPAC name Bis(2-ethylhexyl) hexanedioate
	Other names DEHA; DOA, Di(2-ethylhexyl) adipate, dioctyl adipate (archaic)
Identifiers
CAS Number	103-23-1 ;
3D model (JSmol)	Interactive image;
Abbreviations	DEHA & DOA
ChEBI	CHEBI:34675;
ChEMBL	ChEMBL1414950;
ChemSpider	7358 ;
ECHA InfoCard	100.002.810
EC Number	203-090-1;
KEGG	C14240 ;
PubChem CID	7641;
RTECS number	AU9700000;
UNII	MBY1SL921L ;
UN number	3082
CompTox Dashboard (EPA)	DTXSID0020606 ;
	InChI InChI=1S/C22H42O4/c1-5-9-13-19(7-3)17-25-21(23)15-11-12-16-22(24)26-18-20(8-4)14-10-6-2/h19-20H,5-18H2,1-4H3 Key: SAOKZLXYCUGLFA-UHFFFAOYSA-N ; InChI=1/C22H42O4/c1-5-9-13-19(7-3)17-25-21(23)15-11-12-16-22(24)26-18-20(8-4)14-10-6-2/h19-20H,5-18H2,1-4H3 Key: SAOKZLXYCUGLFA-UHFFFAOYAQ;
	SMILES O=C(OCC(CC)CCCC)CCCCC(=O)OCC(CCCC)CC;
Properties
Chemical formula	C22H42O4
Molar mass	370.574 g·mol−1
Appearance	colourless oily liquid
Density	0.93 g/cm3
Melting point	−67.8 °C (−90.0 °F; 205.3 K)
Boiling point	417 °C (783 °F; 690 K)
Solubility in water	negligible
Vapor pressure	2.6 mm Hg at 200 °C
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Mildly toxic (for humans and animals)
Flash point	196 °C (385 °F; 469 K)
Autoignition; temperature	377 °C (711 °F; 650 K)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	900 mg/kg (rat, oral)
Safety data sheet (SDS)	Oxford University
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Bis(2-ethylhexyl) adipate or DEHA or DOA is an organic compound with the formula (CH₂CH₂CO₂C₈H₁₇)₂. It is the diester of 2-ethylhexanol and adipic acid. It is a colorless oily liquid.

DEHA is sometimes called "dioctyl adipate", incorrectly. Another name is di(2-ethylhexyl) adipate. The abbreviation DOA has been unfortunately used for both Bis(-2-ethylhexyl)-adipate and dioctyl adipate

Use

As well as related diesters derived from octanol, decanol, isodecanol, etc., it is used as a plasticizer.^[3]

DEHA is used as a hydraulic fluid, and a component of aircraft lubricants. It is sometimes also used as an ingredient in PVC-based plastic wrap.

Toxicity

DEHA has very low toxicity. The LD₅₀ is estimated at 900 mg/kg (rat, i.v.).^[3]

According to the International Agency for Research on Cancer (IARC), it is "not classifiable as to its carcinogenicity to humans (Group 3)."^[4]^[5]

References

^ Bis(2-ethylhexyl)adipate
^ DEHP toxicity
^ ^a ^b Musser, M. T. (2005). "Adipic Acid". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a01_269. ISBN 3527306730.
^ IARC - Summaries & Evaluations: DI(2-ETHYLHEXYL) ADIPATE, vol. 77, International Agency for Research on Cancer, 2000, p. 149, retrieved 20 December 2008
^ Inchem Preamble Evaluation, International Agency for Research on Cancer, 1 May 1999, retrieved 20 December 2008

[1] Bis(2-ethylhexyl)adipate

[2] DEHP toxicity

[Ullmann-3] Musser, M. T. (2005). "Adipic Acid". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a01_269. ISBN 3527306730.

[4] IARC - Summaries & Evaluations: DI(2-ETHYLHEXYL) ADIPATE, vol. 77, International Agency for Research on Cancer, 2000, p. 149, retrieved 20 December 2008

[5] Inchem Preamble Evaluation, International Agency for Research on Cancer, 1 May 1999, retrieved 20 December 2008

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