22880

Chloroacetyl chloride

purum, ≥99.0% (GC)

• Synonym(s): Chloroacetic chloride
• Linear Formula: ClCH₂COCl
• CAS Number: 79-04-9
• Molecular Weight: 112.94
• Beilstein/REAXYS Number: 605439
• EC Number: 201-171-6
• MDL number: MFCD00000725
• UNSPSC Code: 12352100
• PubChem Substance ID: 329752357
• NACRES: NA.22

Properties

• vapor density: 3.9 (vs air)
• Quality Level: 200
• vapor pressure: 60 mmHg ( 41.5 °C)
• grade: purum
• assay: ≥99.0% (GC)
• form: liquid
• 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.)
• functional group: acyl chloride; chloro
• SMILES string: ClCC(Cl)=O
• InChI: 1S/C2H2Cl2O/c3-1-2(4)5/h1H2
• InChI key: VGCXGMAHQTYDJK-UHFFFAOYSA-N

Description

General description

Chloroacetyl chloride is an aliphatic acid chloride.

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.

Safety Information

• pictograms: GHS06,GHS08,GHS05,GHS09
• signalword: Danger
• hcodes: H301 + H311 + H331,H314,H372,H400
• pcodes: P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P314
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Eye Dam. 1 - Skin Corr. 1A - STOT RE 1
• target_organs: Lungs
• supp_hazards: EUH014,EUH029
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 3
• flash_point_f: 212.0 °F - closed cup
• flash_point_c: 100 °C - closed cup
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter