:Adipoyl chloride

{{Chembox

| verifiedrevid = 477242895

| Watchedfields = changed

| ImageFileL1 = Adipoyl_chloride.png

| ImageNameL1 = Skeletal formula

| ImageFileR1 = Adipoyl-chloride-3D-balls.png

| ImageName1 = Ball-and-stick model

| PIN = Hexanedioyl dichloride

| OtherNames = Adipoyl dichloride

|Section1={{Chembox Identifiers

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C6H8Cl2O2/c7-5(9)3-1-2-4-6(8)10/h1-4H2

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = PWAXUOGZOSVGBO-UHFFFAOYSA-N

| CASNo = 111-50-2

| CASNo_Ref = {{cascite|correct|CAS}}

| PubChem = 61034

| ChemSpiderID = 54993

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| EINECS = 203-876-4

| UNNumber = 3265

| SMILES = O=C(Cl)CCCCC(Cl)=O

| InChI = 1/C6H8Cl2O2/c7-5(9)3-1-2-4-6(8)10/h1-4H2

| InChIKey = PWAXUOGZOSVGBO-UHFFFAOYAI

| Beilstein = 507709}}

|Section2={{Chembox Properties

| C=6 | H=8 | Cl=2 | O=2

| Density = 1.25 g/cm3

| MeltingPt =

| BoilingPtC = 105 to 107

| BoilingPt_notes = at 2 mmHg

}}

|Section7={{Chembox Hazards

| NFPA-H = 3

| NFPA-F = 1

| NFPA-R = 2

| NFPA-S =

| FlashPtC = 160

| FlashPt_notes = (closed cup)}}

| Section8 = {{Chembox Related

| OtherCompounds = Adipic acid
Hexanedihydrazide
Hexanedinitrile
Hexanediamide

}}

}}

Adipoyl chloride (or adipoyl dichloride) is the organic compound with the formula (CH2CH2C(O)Cl)2. It is a clear brown liquid. It reacts with water to give adipic acid.

It is prepared by treatment of adipic acid with thionyl chloride.{{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}}

Adipoyl chloride reacts with hexamethylenediamine to form nylon 6,6.{{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 }}

See also

References

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