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Adipoyl chloride information


Adipoyl chloride
Skeletal formula
Skeletal formula
Names
Preferred IUPAC name
Hexanedioyl dichloride
Other names
Adipoyl dichloride
Identifiers
CAS Number
  • 111-50-2 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
 507709
ChemSpider
  • 54993 checkY
ECHA InfoCard 100.003.525 Edit this at Wikidata
EC Number
  • 203-876-4
PubChem CID
  • 61034
UN number 3265
CompTox Dashboard (EPA)
  • DTXSID5059402 Edit this at Wikidata
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 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 (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]

  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.

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Adipoyl chloride

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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...

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Acyl halide

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halide functional group. For example, "adipoyl dichloride", usually simply called adipoyl chloride, has two acyl chloride functional groups; see the structure...

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Sebacoyl chloride

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distillation. Sebacoyl chloride can be polymerized with hexamethylenediamine yielding nylon-6,10. Sebacic acid Adipoyl chloride Morgan, Paul W.; Kwolek...

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