Adipoyl chloride

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.

Adipoyl chloride

Skeletal formula
Names
Preferred IUPAC name Hexanedioyl dichloride
Other names Adipoyl dichloride
Identifiers
CAS Number	111-50-2 Y
3D model (JSmol)	Interactive image
Beilstein Reference	507709
ChemSpider	54993 Y
ECHA InfoCard	100.003.525
EC Number	203-876-4
PubChem CID	61034
UN number	3265
CompTox Dashboard (EPA)	DTXSID5059402
InChI InChI=1S/C6H8Cl2O2/c7-5(9)3-1-2-4-6(8)10/h1-4H2 Y Key: PWAXUOGZOSVGBO-UHFFFAOYSA-N Y InChI=1/C6H8Cl2O2/c7-5(9)3-1-2-4-6(8)10/h1-4H2 Key: PWAXUOGZOSVGBO-UHFFFAOYAI
SMILES O=C(Cl)CCCCC(Cl)=O
Properties
Chemical formula	C6H8Cl2O2
Molar mass	183.03 g·mol−1
Density	1.25 g/cm3
Boiling point	105 to 107 °C (221 to 225 °F; 378 to 380 K) at 2 mmHg
Hazards
NFPA 704 (fire diamond)	3 1 2
Flash point	160 °C (320 °F; 433 K) (closed cup)
Related compounds
Related compounds	Adipic acid Hexanedihydrazide Hexanedinitrile Hexanediamide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

It is prepared by treatment of adipic acid with thionyl chloride.^[1] Adipoyl chloride reacts with hexamethylenediamine to form nylon 6,6.^[2]

See also

• Adipamide
• Adiponitrile