Bis(2-ethylhexyl) adipate

Bis(2-ethylhexyl) adipate
IUPAC name Hexanedioic acid bis(2-ethylhexyl) ester
Other names Diisooctyl adipate; Di(2-ethylhexyl) adipate
Identifiers
Abbreviations	DEHA
CAS number	103-23-1 Y
PubChem	7641
ChemSpider	7358 Y
UNII	MBY1SL921L Y
KEGG	C14240 Y
Jmol-3D images	Image 1
SMILES O=C(OCC(CC)CCCC)CCCCC(=O)OCC(CCCC)CC
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 Y Key: SAOKZLXYCUGLFA-UHFFFAOYSA-N Y 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
Properties
Molecular formula	C22H42O4
Molar mass	370.57 g mol−1
Appearance	colourless oily liquid
Density	0.93 g/cm3
Melting point	-67.8 °C, 205 K, -90 °F
Boiling point	417 °C, 690 K, 783 °F
Solubility in water	negligible
Vapor pressure	2.6 mm Hg at 200 °C
Hazards
MSDS	Oxford University
EU classification	Xi
Flash point	196 °C
Autoignition temperature	377 °C
Y adipate (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Bis(2-ethylhexyl) adipate or DEHA is a plasticizer. DEHA is an ester of 2-ethylhexanol and adipic acid. Its chemical formula is C₂₂H₄₂O₄.

DEHA is sometimes called "dioctyl adipate", incorrectly. Other names include diisooctyl adipate and di(2-ethylhexyl) adipate.

Use

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

Toxicity

DEHA has been demonstrated to induce liver adenomas and carcinomas in mice but not in rats. According to the International Agency for Research on Cancer (IARC), it is "not classifiable as to its carcinogenicity to humans (Group 3),"^[1] suggesting inadequate evidence of human carcinogenicity.^[2] While once on a U.S. Environmental Protection Agency‎ list of toxic chemicals under the Emergency Planning and Community Right-to-Know Act, it has been removed because it "cannot be reasonably anticipated to cause [...] irreversible chronic health effects."^[3]

References

1. ^ IARC - Summaries & Evaluations: DI(2-ETHYLHEXYL) ADIPATE, 77, 2000, p. 149, http://www.inchem.org/documents/iarc/vol77/77-02.html, retrieved 2008-12-20 
2. ^ Inchem Preamble Evaluation, 1-5-1999, http://www.inchem.org/documents/iarc/monoeval/eval.html, retrieved 2008-12-20 
3. ^ Bottle Royale, http://www.snopes.com/medical/toxins/petbottles.asp, retrieved 2008-12-20