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Revision as of 04:10, 14 August 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:WikiProject_C← Previous edit Latest revision as of 06:50, 22 August 2023 edit undoZakblade2000 (talk | contribs)Extended confirmed users4,108 editsNo edit summary 
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{{chembox {{chembox
| Verifiedimages = changed
| verifiedrevid = 414031239
| Watchedfields = changed
| verifiedrevid = 444746201
| ImageFile_Ref = {{chemboximage|correct|??}} | ImageFile_Ref = {{chemboximage|correct|??}}
| ImageFile=Bis(2-ethylhexyl)adipate.png | ImageFile=Bis(2-ethylhexyl)adipate.png
|ImageSize=200px | ImageSize=
|IUPACName=Hexanedioic acid bis(2-ethylhexyl) ester | PIN=Bis(2-ethylhexyl) hexanedioate
|OtherNames=Diisooctyl adipate; Di(2-ethylhexyl) adipate | OtherNames=DEHA; DOA, Di(2-ethylhexyl) adipate, ] (archaic)<ref>Bis(2-ethylhexyl)adipate</ref>
|Section1={{Chembox Identifiers |Section1={{Chembox Identifiers
| Abbreviations = DEHA | Abbreviations = DEHA & DOA
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 7358 | ChemSpiderID = 7358
| UNII_Ref = {{fdacite|correct|FDA}} | UNII_Ref = {{fdacite|correct|FDA}}
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| KEGG_Ref = {{keggcite|correct|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C14240 | 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 | 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 | InChIKey = SAOKZLXYCUGLFA-UHFFFAOYAQ
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| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=103-23-1 | CASNo=103-23-1
| PubChem=7641 | PubChem=7641
| SMILES = O=C(OCC(CC)CCCC)CCCCC(=O)OCC(CCCC)CC | SMILES = O=C(OCC(CC)CCCC)CCCCC(=O)OCC(CCCC)CC
}} }}
|Section2={{Chembox Properties |Section2={{Chembox Properties
| C=22|H=42|O=4 | C=22 | H=42 | O=4
| Appearance=colourless oily liquid | Appearance=colourless oily liquid
| Density=0.93 g/cm<sup>3</sup> | Density=0.93 g/cm<sup>3</sup>
| MeltingPtC=-67.8 | MeltingPtC=-67.8
| BoilingPtC=417 | BoilingPtC=417
| VaporPressure=2.6 mm Hg at 200 °C | VaporPressure=2.6 mm Hg at 200 °C
| Solubility=negligible | Solubility=negligible
}} }}
|Section3={{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards= Mildly toxic (for humans and animals)
| FlashPtC = 196
| EUClass = {{Hazchem Xi}}
| AutoignitionPtC = 377
| FlashPt=196 °C
| LD50 = 900 mg/kg (rat, oral)<ref>DEHP toxicity</ref>
| Autoignition=377 °C
| ExternalMSDS= | ExternalSDS =
}} }}
}} }}


'''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>. '''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.


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


==Use== ==Use==
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>
DEHA is used as a functional ], and a component of aircraft ]s. It is sometimes also used as an ingredient in ]-based ].

DEHA is used as a ], and a component of aircraft ]s. It is sometimes also used as an ingredient in ]-based ].


==Toxicity== ==Toxicity==
DEHA has very low toxicity. The ] is estimated at 900&nbsp;mg/kg (rat, i.v.).<ref name="Ullmann"/>
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>

According to the ] (IARC), it is "not classifiable as to its ] to humans (Group 3)."<ref>
{{citation {{citation
| url = http://www.inchem.org/documents/iarc/vol77/77-02.html | url = http://www.inchem.org/documents/iarc/vol77/77-02.html
| title = IARC - Summaries & Evaluations: DI(2-ETHYLHEXYL) ADIPATE | title = IARC - Summaries & Evaluations: DI(2-ETHYLHEXYL) ADIPATE
| volume = 77 | volume = 77
| year = 2000 | year = 2000
| page = 149 | page = 149
| accessdate = 2008-12-20 | access-date = 20 December 2008
| publisher = ]
}} }}
</ref><ref>
</ref> suggesting inadequate evidence of human carcinogenicity.<ref>
{{citation {{citation
| url = http://www.inchem.org/documents/iarc/monoeval/eval.html | url = http://www.inchem.org/documents/iarc/monoeval/eval.html
| title = Inchem Preamble Evaluation | title = Inchem Preamble Evaluation
| date = 1-5-1999 | date = 1 May 1999
| accessdate = 2008-12-20 | access-date = 20 December 2008
| publisher = ]
}}
</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>
{{citation
| url = http://www.snopes.com/medical/toxins/petbottles.asp
| title = Bottle Royale
| accessdate = 2008-12-20
}} }}
</ref> </ref>
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{{HealthIssuesOfPlastics}} {{HealthIssuesOfPlastics}}


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