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22880 Sigma-Aldrich

Chloroacetyl chloride

purum, ≥99.0% (GC)

  • CAS Number 79-04-9

  • Linear Formula ClCH2COCl

  • Molecular Weight 112.94

  •  Beilstein Registry Number 605439

  •  EC Number 201-171-6

  •  MDL number MFCD00000725

  •  PubChem Substance ID 329752357

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Properties

Related Categories Acid Halides, Building Blocks, Carbonyl Compounds, Chemical Synthesis, Organic Building Blocks More...
vapor density   3.9 (vs air)
vapor pressure   60 mmHg ( 41.5 °C)
InChI Key   VGCXGMAHQTYDJK-UHFFFAOYSA-N
grade   purum
assay   ≥99.0% (GC)
refractive index   n20/D 1.453(lit.)
  n20/D 1.453
bp   105-106 °C(lit.)
mp   −22 °C(lit.)
solubility   water: insoluble
density   1.419 g/mL at 20 °C
  1.418 g/mL at 25 °C(lit.)

Description

Application

Chloroacetyl chloride may be used to prepare:
• 2-chloro-N-(pyridine-2-yl)acetamide via N-acylation of pyridin-2-amine
• chloroacetyl cellulose by reacting with cellulose in N,N-dimethylformamide
• azetobenzothiazine derivatives by reacting with 1,3-benzothiazines in the presence of a base in refluxing toluene
• 2-chloro-1-(3,5-diaryl-4,5-dihydropyrazol-1-yl)-ethanones by reacting with 3,5-diaryl-4,5-dihydropyrazoles
• chloroacetyl isatins by reacting with isatins under microwave conditions
It acts as a linker during the grafting of pyrimethanil with chitosan.

Chloroacetyl chloride was used in the synthesis of N-hydrazino acetyl-sulphonamides.

General description

Chloroacetyl chloride is an aliphatic acid chloride.

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Safety & Documentation

Safety Information

Signal word 
Danger
Hazard statements 
Supplemental Hazard Statements 
Contact with water liberates toxic gas., Corrosive to the respiratory tract., Reacts violently with water.
RIDADR 
UN 1752 8(6.1) / PGI
WGK Germany 
3
RTECS 
AO6475000
Flash Point(F) 
212 °F
Flash Point(C) 
100 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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