Bis(2-ethylhexyl) adipate

Bis(2-ethylhexyl) adipate or DEHA 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.

Bis(2-ethylhexyl) adipate
Names
IUPAC name
Bis(2-ethylhexyl) hexanedioate
Other names
DEHA; Diisooctyl adipate;
Di(2-ethylhexyl) adipate
Identifiers
3D model (JSmol)
Abbreviations DEHA
ChemSpider
ECHA InfoCard 100.002.810
KEGG
UNII
Properties
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)
negligible
Vapor pressure 2.6 mm Hg at 200 °C
Hazards
Safety data sheet Oxford University
Xi
Flash point 196 °C (385 °F; 469 K)
377 °C (711 °F; 650 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

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

Use

As well as related diesters derived from octanol, decanol, isodecanol, etc., it is used as a plasticizer.[1]

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.).[1]

According to the International Agency for Research on Cancer (IARC), it is "not classifiable as to its carcinogenicity to humans (Group 3)."[2][3]

References

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