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
Adipoyl-chloride-3D-balls.png
Names
Preferred IUPAC name
Hexanedioyl dichloride
Other names
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 checkY
    Key: PWAXUOGZOSVGBO-UHFFFAOYSA-N checkY
  • InChI=1/C6H8Cl2O2/c7-5(9)3-1-2-4-6(8)10/h1-4H2
    Key: PWAXUOGZOSVGBO-UHFFFAOYAI
  • O=C(Cl)CCCCC(Cl)=O
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)
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).
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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 alsoEdit

ReferencesEdit

  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.

External linksEdit