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Adipoyl chloride

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Adipoyl chloride
Skeletal formula
Skeletal formula
Names
IUPAC name
Hexanedioyl dichloride
Other names
Adipoyl chloride
Adipoyl dichloride
Identifiers
3D model (JSmol)
507709
ChemSpider
ECHA InfoCard 100.003.525 Edit this at Wikidata
EC Number
  • 203-876-4
UN number 3265
  • InChI=1S/C6H8Cl2O2/c7-5(9)3-1-2-4-6(8)10/h1-4H2
    Key: PWAXUOGZOSVGBO-UHFFFAOYSA-N
  • ClC(=O)CCCCC(Cl)=O
Properties
C6H8Cl2O2
Molar mass 183.03 g·mol−1
Density 1.25 g/cm³
Boiling point 105-107 °C at 2 mmHg
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorusSpecial hazards (white): no code
3
1
2
Flash point 160 °C (closed cup)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Adipoyl chloride (or adipoyl dichloride) is a di-acyl chloride, with formula C6H8Cl2O2.

It is a hazardous chemical that evolves HCl when reacted with water. It should be handled with full protection under a fume hood.

Adipoyl chloride can be reacted with hexamethylene diamine, another toxic chemical, to form a perfectly safe product: nylon.

Adipoyl chloride can be prepared from adipic acid.

See also