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Bis(2-ethylhexyl) adipate

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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
3D model (JSmol)
Abbreviations DEHA & DOA
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.810 Edit this at Wikidata
EC Number
  • 203-090-1
KEGG
PubChem CID
RTECS number
  • AU9700000
UNII
UN number 3082
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
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 , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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.

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.).

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

References

  1. Bis(2-ethylhexyl)adipate
  2. DEHP toxicity
  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
Health issues of plastics and polyhalogenated compounds (PHCs)
Plasticizers: Phthalates
Miscellaneous plasticizers
Monomers
Miscellaneous additives incl. PHCs
Health issues
Pollution
Regulations
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