Sebacoyl chloride

Sebacoyl chloride

Names
Preferred IUPAC name Decanedioyl dichloride
Other names Sebacoyl dichloride
Identifiers
CAS Number	111-19-3 Y
3D model (JSmol)	Interactive image
ChemSpider	59462 N
ECHA InfoCard	100.003.495
EC Number	203-843-4
MeSH	C061659
PubChem CID	66072
InChI InChI=1S/C10H16Cl2O2/c11-9(13)7-5-3-1-2-4-6-8-10(12)14/h1-8H2 N Key: WMPOZLHMGVKUEJ-UHFFFAOYSA-N N InChI=1/C10H16Cl2O2/c11-9(13)7-5-3-1-2-4-6-8-10(12)14/h1-8H2 Key: WMPOZLHMGVKUEJ-UHFFFAOYAH
SMILES ClC(=O)CCCCCCCC(=O)CCl
Properties
Chemical formula	C10H16Cl2O2
Molar mass	239.14 g/mol
Density	1.12 g cm−3
Melting point	−2.5 °C (27.5 °F; 270.6 K)
Boiling point	220 °C (428 °F; 493 K)
Hazards
Safety data sheet	External MSDS
NFPA 704	0 3 2 W
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Sebacoyl chloride (or sebacoyl dichloride) is a di-acyl chloride, with formula C₁₀H₁₆Cl₂O₂.

Sebacoyl chloride is a light-yellow liquid with a pungent odor, soluble in hydrocarbons and ethers. Sebacoyl chloride is corrosive; like all acyl chlorides, it hydrolyzes in water, evolving hydrogen chloride. It is less susceptible to hydrolysis though than shorter chain aliphatic acyl chlorides.

Sebacoyl chloride can be prepared by reacting sebacic acid with an excess of thionyl chloride. Residual thionyl chloride can be removed by distillation.

Sebacoyl chloride can be polymerized with hexamethylenediamine yielding nylon-6,10.