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Bis(2-ethylhexyl) adipate

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Bis(2-ethylhexyl) adipate
Names
IUPAC name Hexanedioic acid bis(2-ethylhexyl) ester
Other names Diisooctyl adipate; Di(2-ethylhexyl) adipate
Identifiers
CAS Number
3D model (JSmol)
Abbreviations DEHA
ChemSpider
ECHA InfoCard 100.002.810 Edit this at Wikidata
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
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,5-18H2,1-4H3Key: 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,5-18H2,1-4H3Key: SAOKZLXYCUGLFA-UHFFFAOYAQ
SMILES
  • O=C(OCC(CC)CCCC)CCCCC(=O)OCC(CCCC)CC
Properties
Chemical formula C22H42O4
Molar mass 370.574 g·mol
Appearance colourless oily liquid
Density 0.93 g/cm
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
Flash point 196 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Bis(2-ethylhexyl) adipate or DEHA is a plasticizer. DEHA is an ester of 2-ethylhexanol and adipic acid. Its chemical formula is Template:Carbon22Template:Hydrogen42Template:Oxygen4.

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)," suggesting inadequate evidence of human carcinogenicity. 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."

References

  1. IARC - Summaries & Evaluations: DI(2-ETHYLHEXYL) ADIPATE, vol. 77, 2000, p. 149, retrieved 2008-12-20
  2. Inchem Preamble Evaluation, 1-5-1999, retrieved 2008-12-20 {{citation}}: Check date values in: |date= (help)
  3. Bottle Royale, retrieved 2008-12-20
Health issues of plastics and polyhalogenated compounds (PHCs)
Plasticizers: Phthalates
Miscellaneous plasticizers
Monomers
Miscellaneous additives incl. PHCs
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