Adipoyl chloride

Adipoyl chloride
Skeletal formula
Skeletal formula
Names
Preferred IUPAC name
Hexanedioyl dichloride
Other names
Adipoyl dichloride
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference
 507709
ChemSpider
ECHA InfoCard 100.003.525
EC Number
  • 203-876-4
PubChem CID
UN number 3265
CompTox Dashboard (EPA)
InChI
  • 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
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)
NFPA 704 four-colored 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).
checkY verify (what is checkY☒N ?)
Infobox references

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.

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: 57–60. doi:10.15227/orgsyn.026.0057. PMID 20280761.
  2. ^ Morgan, Paul W.; Kwolek, Stephanie L. (April 1959). "The nylon rope trick: Demonstration of condensation polymerization". J. Chem. Educ. 36 (4): 182. Bibcode:1959JChEd..36..182M. doi:10.1021/ed036p182.
This article is issued from Wikipedia. The text is available under Creative Commons Attribution-Share Alike 4.0 unless otherwise noted. Additional terms may apply for the media files.