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{{chembox |
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{{chembox |
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| verifiedrevid = 414031239 |
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| verifiedrevid = 444746201 |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageFile=Bis(2-ethylhexyl)adipate.png |
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| ImageFile=Bis(2-ethylhexyl)adipate.png |
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|ImageSize=200px |
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| ImageSize= |
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|IUPACName=Hexanedioic acid bis(2-ethylhexyl) ester |
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| PIN=Bis(2-ethylhexyl) hexanedioate |
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|OtherNames=Diisooctyl adipate; Di(2-ethylhexyl) adipate |
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| OtherNames=DEHA; DOA, Di(2-ethylhexyl) adipate, ] (archaic)<ref>Bis(2-ethylhexyl)adipate</ref> |
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|Section1={{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| Abbreviations = DEHA |
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| Abbreviations = DEHA & DOA |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 7358 |
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| ChemSpiderID = 7358 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = C14240 |
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| KEGG = C14240 |
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| EC_number = 203-090-1 |
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| RTECS = AU9700000 |
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| UNNumber = 3082 |
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| ChEBI = 34675 |
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| ChEMBL = 1414950 |
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| 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 |
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| 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 |
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| InChIKey = SAOKZLXYCUGLFA-UHFFFAOYAQ |
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| InChIKey = SAOKZLXYCUGLFA-UHFFFAOYAQ |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo=103-23-1 |
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| CASNo=103-23-1 |
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| PubChem=7641 |
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| PubChem=7641 |
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| SMILES = O=C(OCC(CC)CCCC)CCCCC(=O)OCC(CCCC)CC |
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| SMILES = O=C(OCC(CC)CCCC)CCCCC(=O)OCC(CCCC)CC |
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|Section2={{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=22|H=42|O=4 |
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| C=22 | H=42 | O=4 |
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| Appearance=colourless oily liquid |
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| Appearance=colourless oily liquid |
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| Density=0.93 g/cm<sup>3</sup> |
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| Density=0.93 g/cm<sup>3</sup> |
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| MeltingPtC=-67.8 |
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| MeltingPtC=-67.8 |
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| BoilingPtC=417 |
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| BoilingPtC=417 |
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| VaporPressure=2.6 mm Hg at 200 °C |
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| VaporPressure=2.6 mm Hg at 200 °C |
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| Solubility=negligible |
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| Solubility=negligible |
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}} |
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|Section3={{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| MainHazards= |
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| MainHazards= Mildly toxic (for humans and animals) |
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| FlashPtC = 196 |
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| EUClass = {{Hazchem Xi}} |
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| AutoignitionPtC = 377 |
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| FlashPt=196 °C |
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| LD50 = 900 mg/kg (rat, oral)<ref>DEHP toxicity</ref> |
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| Autoignition=377 °C |
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| ExternalMSDS= |
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| ExternalSDS = |
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'''Bis(2-ethylhexyl) adipate''' or '''DEHA''' is a ]. DEHA is an ] of ] and ]. Its chemical formula is {{Carbon}}<sub>22</sub>{{Hydrogen}}<sub>42</sub>{{Oxygen}}<sub>4</sub>. |
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'''Bis(2-ethylhexyl) adipate''' or '''DEHA''' or DOA is an ] with the formula (CH<sub>2</sub>CH<sub>2</sub>CO<sub>2</sub>C<sub>8</sub>H<sub>17</sub>)<sub>2</sub>. It is the ] of ] and ]. It is a colorless ]y liquid. |
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DEHA is sometimes called "]", incorrectly. Other names include diisooctyl adipate and di(2-ethylhexyl) adipate. |
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DEHA is sometimes called "]", incorrectly. Another name is di(2-ethylhexyl) adipate. The abbreviation DOA has been unfortunately used for both Bis(-2-ethylhexyl)-adipate and dioctyl adipate |
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==Use== |
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==Use== |
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As well as related ]s derived from ], ], isodecanol, etc., it is used as a ].<ref name="Ullmann">{{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 }}</ref> |
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DEHA is used as a functional ], and a component of aircraft ]s. It is sometimes also used as an ingredient in ]-based ]. |
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DEHA is used as a ], and a component of aircraft ]s. It is sometimes also used as an ingredient in ]-based ]. |
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==Toxicity== |
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==Toxicity== |
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DEHA has very low toxicity. The ] is estimated at 900 mg/kg (rat, i.v.).<ref name="Ullmann"/> |
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DEHA has been demonstrated to induce ] ]s and ]s in mice but not in rats. According to the ] (IARC), it is "not classifiable as to its ] to humans (Group 3),"<ref> |
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According to the ] (IARC), it is "not classifiable as to its ] to humans (Group 3)."<ref> |
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{{citation |
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{{citation |
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| url = http://www.inchem.org/documents/iarc/vol77/77-02.html |
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| url = http://www.inchem.org/documents/iarc/vol77/77-02.html |
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| title = IARC - Summaries & Evaluations: DI(2-ETHYLHEXYL) ADIPATE |
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| title = IARC - Summaries & Evaluations: DI(2-ETHYLHEXYL) ADIPATE |
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| volume = 77 |
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| volume = 77 |
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| year = 2000 |
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| year = 2000 |
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| page = 149 |
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| page = 149 |
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| accessdate = 2008-12-20 |
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| access-date = 20 December 2008 |
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| publisher = ] |
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}} |
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}} |
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</ref><ref> |
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</ref> suggesting inadequate evidence of human carcinogenicity.<ref> |
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{{citation |
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{{citation |
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| url = http://www.inchem.org/documents/iarc/monoeval/eval.html |
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| url = http://www.inchem.org/documents/iarc/monoeval/eval.html |
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| title = Inchem Preamble Evaluation |
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| title = Inchem Preamble Evaluation |
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| date = 1-5-1999 |
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| date = 1 May 1999 |
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| accessdate = 2008-12-20 |
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| access-date = 20 December 2008 |
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| publisher = ] |
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}} |
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</ref> While once on a ] list of toxic chemicals under the ], it has been removed because it "cannot be reasonably anticipated to cause <nowiki></nowiki> irreversible chronic health effects."<ref> |
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{{citation |
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| url = http://www.snopes.com/medical/toxins/petbottles.asp |
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| title = Bottle Royale |
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| accessdate = 2008-12-20 |
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}} |
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}} |
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</ref> |
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</ref> |
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