Adipoyl chloride

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

Adipoyl chloride
Skeletal formula
Names
Preferred IUPAC name
Hexanedioyl dichloride
Other names
Adipoyl dichloride
Identifiers
3D model (JSmol)
507709
ChemSpider
ECHA InfoCard 100.003.525
EC Number
  • 203-876-4
UN number 3265
Properties
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)
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilHealth code 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasReactivity code 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
1
3
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).
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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

References
  1. P. C. Guha; D. K. Sankaran (1946). "Muconic Acid". Organic Syntheses. 26: 57. doi:10.15227/orgsyn.026.0057.
  2. Morgan, Paul W.; Kwolek, Stephanie L. (April 1959). "The nylon rope trick: Demonstration of condensation polymerization". J. Chem. Educ. 36 (4): 182. doi:10.1021/ed036p182.
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