Chloroacetyl chloride

Base Information

• Chemical Name: Chloroacetyl chloride
• CAS No.: 79-04-9
• Deprecated CAS: 1256778-77-4
• Molecular Formula: C2H2Cl2O
• Molecular Weight: 112.943
• Hs Code.: 2915.90 Oral rat LD50: 208 mg/kg
• European Community (EC) Number: 201-171-6
• ICSC Number: 0845
• UN Number: 1752
• UNII: K5UML06YUO
• DSSTox Substance ID: DTXSID4026472
• Nikkaji Number: J1.490G
• Wikipedia: Chloroacetyl_chloride
• Wikidata: Q411258
• Metabolomics Workbench ID: 130680
• ChEMBL ID: CHEMBL3187685
• Mol file: 79-04-9.mol

Synonyms:chloroacetyl chloride;monochloroacetyl chloride

Chemical Property of Chloroacetyl chloride

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 28.8mmHg at 25°C
• Melting Point: -22 °C(lit.)
• Refractive Index: n20/D 1.453(lit.)
• Boiling Point: 106 °C at 760 mmHg
• Flash Point: 34 °C
• PSA: 17.07000
• Density: 1.386 g/cm³
• LogP: 0.99060
• Water Solubility.: reacts
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 111.9482701
• Heavy Atom Count: 5
• Complexity: 42.9
• Transport DOT Label: Poison Inhalation Hazard Corrosive

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s): T,N,C
• Hazard Codes: T:Toxic;;
• Statements: R14:; R23/24/25:; R35:; R48/23:; R50:
• Safety Statements: S26:; S36/37/39:; S45:; S61:; S7/8:; S9:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: C(C(=O)Cl)Cl
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: Lachrymation. The substance is corrosive to the skin and respiratory tract. The substance is irritating to the eyes. Corrosive on ingestion. Inhalation of the vapour or aerosol may cause lung oedema. The substance may cause effects on the cardiovascular system. Exposure far above the OEL could cause death. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis. Repeated or prolonged inhalation may cause effects on the lungs.

Technology Process of Chloroacetyl chloride

There total 62 articles about Chloroacetyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

2-chloro-3,3-dimethyl-1-butene (27843-27-2) → tert-butyl phosphinyl dichloride (4707-95-3) + chloroacetyl chloride (79-04-9)

Guidance literature:

With oxygen; phosphorus trichloride; at -10 - 10 ℃;

Reference yield: 89.59%

acetyl chloride (75-36-5) → chloroacetyl chloride (79-04-9)

Guidance literature:

With chlorine; at 55 ℃; under 750.075 - 1500.15 Torr; Temperature;

Reference yield: 70.0%

chloroacetic acid (79-11-8) → chloroacetyl chloride (79-04-9)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1134/S107042802007012X

upstream raw materials:

Ketene

1,2-Dichloroethylene

1,1-Dichloroethylene

(E)-1,2-dichloro-1-ethoxy-ethene

Downstream raw materials:

(N-2-chloroethyl)-2-chloroacetamide

N,N'-bis(chloroacetyl)piperazine

2-chloroacetylfuran

2-chloro-1-(thiophen-2-yl)ethanone

Refernces

• 1、 Sharma, Vinay Prabha,Kumar, Rakesh. "Green synthesis of 6-[2-aminothiazol-4-yl]-2-furylchromone". . p. 3989 - 3991. Retrieved 2014.
• 2、 Deodato, Davide,Dore, Timothy M.. "Practical synthesis of quinoline-protected morpholino oligomers for light-triggered regulation of gene function". . . Retrieved 2020.
• 3、 Egorov, S. A.,Ishchenko, M. A.,Ivanova, V. I.,Prokopovich, Ya. V.. "Alkylation of 5-Substituted Tetrazoles with Various Alcohols in 1,2-Dichloroethane in the Presence of BF3·Et2O". . p. 1196 - 1203. Retrieved 2020/10/02.