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

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|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