Bis(2-ethylhexyl) adipate
{{chembox
| Verifiedimages = changed
| Watchedfields = changed
| verifiedrevid = 444746201
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageFile=Bis(2-ethylhexyl)adipate.png
| ImageSize=
| PIN=Bis(2-ethylhexyl) hexanedioate
| OtherNames=DEHA; DOA, Di(2-ethylhexyl) adipate, dioctyl adipate (archaic)Bis(2-ethylhexyl)adipate
|Section1={{Chembox Identifiers
| Abbreviations = DEHA & DOA
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 7358
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = MBY1SL921L
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C14240
| EC_number = 203-090-1
| RTECS = AU9700000
| UNNumber = 3082
| ChEBI = 34675
| ChEMBL = 1414950
| 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
| InChIKey = SAOKZLXYCUGLFA-UHFFFAOYAQ
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = SAOKZLXYCUGLFA-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=103-23-1
| PubChem=7641
| SMILES = O=C(OCC(CC)CCCC)CCCCC(=O)OCC(CCCC)CC
}}
|Section2={{Chembox Properties
| C=22 | H=42 | O=4
| Appearance=colourless oily liquid
| Density=0.93 g/cm3
| MeltingPtC=-67.8
| BoilingPtC=417
| VaporPressure=2.6 mm Hg at 200 °C
| Solubility=negligible
}}
|Section3={{Chembox Hazards
| MainHazards= Mildly toxic (for humans and animals)
| FlashPtC = 196
| AutoignitionPtC = 377
| LD50 = 900 mg/kg (rat, oral)DEHP toxicity
| ExternalSDS =[http://msds.chem.ox.ac.uk/BI/bis(2-ethylhexyl)_adipate.html Oxford University]
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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 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.{{cite book | first = M. T. | last = Musser | chapter = Adipic Acid | title = Ullmann's Encyclopedia of Industrial Chemistry | publisher = Wiley-VCH | location = Weinheim | year = 2005 | doi = 10.1002/14356007.a01_269| isbn = 3527306730 }}
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)."
{{citation
| url = http://www.inchem.org/documents/iarc/vol77/77-02.html
| title = IARC - Summaries & Evaluations: DI(2-ETHYLHEXYL) ADIPATE
| volume = 77
| year = 2000
| page = 149
| access-date = 20 December 2008
| publisher = International Agency for Research on Cancer
}}
{{citation
| url = http://www.inchem.org/documents/iarc/monoeval/eval.html
| title = Inchem Preamble Evaluation
| date = 1 May 1999
| access-date = 20 December 2008
| publisher = International Agency for Research on Cancer
}}
References
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{{HealthIssuesOfPlastics}}