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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{Chembox |
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{{Chembox |
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| verifiedrevid = 477242895 |
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| ImageFileL1 = Adipoyl_chloride.png |
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| Watchedfields = changed |
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| ImageNameL1 = Skeletal formula |
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| ImageFileL1 = Adipoyl_chloride.png |
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| ImageFileR1 = Adipoyl-chloride-3D-balls.png |
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| ImageNameL1 = Skeletal formula |
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| ImageName1 = Ball-and-stick model |
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| ImageFileR1 = Adipoyl-chloride-3D-balls.png |
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| IUPACName = Hexanedioyl dichloride |
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| ImageName1 = Ball-and-stick model |
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| OtherNames = Adipoyl chloride<br /> |
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Adipoyl dichloride |
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| PIN = Hexanedioyl dichloride |
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| OtherNames = Adipoyl dichloride |
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| Section1 = {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C6H8Cl2O2/c7-5(9)3-1-2-4-6(8)10/h1-4H2 |
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| StdInChI = 1S/C6H8Cl2O2/c7-5(9)3-1-2-4-6(8)10/h1-4H2 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = PWAXUOGZOSVGBO-UHFFFAOYSA-N |
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| StdInChIKey = PWAXUOGZOSVGBO-UHFFFAOYSA-N |
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| CASNo = 111-50-2 |
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| CASNo = 111-50-2 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| PubChem = 61034 |
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| PubChem = 61034 |
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| ChemSpiderID = 54993 |
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| PubChem_Ref = {{Pubchemcite}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 54993 |
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| EINECS = 203-876-4 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| EINECS = 203-876-4 |
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| UNNumber = 3265 |
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| SMILES = O=C(Cl)CCCCC(Cl)=O |
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| UNNumber = 3265 |
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| InChI = 1/C6H8Cl2O2/c7-5(9)3-1-2-4-6(8)10/h1-4H2 |
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| SMILES = O=C(Cl)CCCCC(Cl)=O |
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| InChIKey = PWAXUOGZOSVGBO-UHFFFAOYAI |
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| InChI = 1/C6H8Cl2O2/c7-5(9)3-1-2-4-6(8)10/h1-4H2 |
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| Beilstein = 507709}} |
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| InChIKey = PWAXUOGZOSVGBO-UHFFFAOYAI |
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|Section2={{Chembox Properties |
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| Beilstein = 507709}} |
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| C=6 | H=8 | Cl=2 | O=2 |
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| Section2 = {{Chembox Properties |
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| Density = 1.25 g/cm<sup>3</sup> |
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|C=6|H=8|Cl=2|O=2 |
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| MeltingPt = |
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| Density = 1.25 g/cm³ |
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| BoilingPtC = 105 to 107 |
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| MeltingPt = |
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| BoilingPt = 105-107 °C at 2 mmHg |
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| BoilingPt_notes = at 2 mmHg |
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}} |
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| Section7 = {{Chembox Hazards |
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|Section7={{Chembox Hazards |
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| NFPA-H = 3 |
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| NFPA-H = 3 |
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| NFPA-F = 1 |
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| NFPA-F = 1 |
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| NFPA-R = 2 |
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| NFPA-R = 2 |
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| NFPA-O = |
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| NFPA-S = |
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| FlashPt = 160 °C (closed cup)}} |
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| FlashPtC = 160 |
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| FlashPt_notes = (closed cup)}} |
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| verifiedrevid = 439364198 |
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| Section8 = {{Chembox Related |
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| OtherCompounds = ]<br>]<br>]<br>] |
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}} |
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}} |
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'''Adipoyl chloride''' (or '''adipoyl dichloride''') is the ] with the formula (CH<sub>2</sub>CH<sub>2</sub>C(O)Cl)<sub>2</sub>. It is a colorless liquid. It reacts with water to give ]. |
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It is prepared by treatment of adipic acid with ].<ref>{{cite journal|journal=Organic Syntheses|title=Muconic Acid|volume=26|year=1946|author1=P. C. Guha |author2=D. K. Sankaran|pages=57–60|doi=10.15227/orgsyn.026.0057|pmid=20280761}}</ref> |
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Adipoyl chloride reacts with ] to form ].<ref>{{Cite journal |title=The nylon rope trick: Demonstration of condensation polymerization |first1=Paul W. |last1=Morgan |first2=Stephanie L. |last2=Kwolek |authorlink2=Stephanie Kwolek |journal= J. Chem. Educ. |volume=36 |issue=4 |page=182 |doi=10.1021/ed036p182 |date=April 1959|bibcode=1959JChEd..36..182M }}</ref> |
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==See also== |
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* ] |
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* ] |
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==References== |
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{{reflist}} |
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== External links == |
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* {{Webarchive|url=https://web.archive.org/web/20100109131018/http://msds.chem.ox.ac.uk/AD/adipoyl_chloride.html |date=2010-01-09 }} |
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{{Navbox acyl chlorides}} |
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] |
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] |