Chloroacetyl chloride

Description

Chloroacetyl chloride is a colorless to yellowish liquid with a very pungent, extremely irritating, odor.Molecular weight=112.95; Specific gravity (H2O:1) 51.42; Boiling point=105℃; Freezing/Meltingpoint=222℃; Vapor pressure=19 mmHg at 20℃.NFPA 704 M Rating System: Health 3, Flammability 1,Reactivity 1 . Reacts violently with water.

Chemical properties

Chloroacetyl chloride is a colorless to yellowish liquid with a very pungent, extremely irritating, odor.

The Uses of Chloroacetyl chloride

Chloroacetyl chloride is an intermediate in the production of alachlor and butachlor. It is used to prepare phenacyl chloride through Friedel-Crafts acylation of benzene.

The Uses of Chloroacetyl chloride

In the synthesis of organic compounds.

The Uses of Chloroacetyl chloride

Intermediate in manufacture of chloroacetophenone and various other chemicals

Definition

Chloroacetyl chloride is classified as an acyl halide. It is a colorless to light yellow liquid with a strong, pungent odor. This compound is highly toxic when inhaled and can corrode both metal surfaces and tissues.

What are the applications of Application

Chloroacetyl chloride can be used for chloroacetylation and chemical modification of poly(glycidyl methacrylate).
Chloroacetyl chloride was used to study the in vitro metabolism of chloroacetamide herbicides by rat and human liver microsomes. Chloroacetyl chloride was used in the synthesis of some novel quinoline derivatives having antileishmanial activity.

Preparation

Chloroacetyl chloride is usually manufactured from chloroacetic acid by reaction with phosphorus trichloride, thionyl chloride, sulfuryl chloride, or phosgene. It is also obtained by chlorination of acetyl chloride in the presence of stronger aliphatic acids, preferably chloroacetic acids, or from sodium chloroacetate and the usual chlorinating agents.
Koenig G et al; Chloroacetic Acids. Ullmann's Encyclopedia of Industrial Chemistry 7th ed. (1999-2018). NY, NY: John Wiley & Sons. Online Posting Date: October 15, 2012

General Description

A colorless to light yellow liquid with a very pungent odor. Very toxic by inhalation. Corrosive to metals and tissue.

Reactivity Profile

Chloroacetyl chloride reacts rapidly with water. Incompatible with strong oxidizing agents, alcohols, bases (including amines). May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].

Hazard

Irritant to eyes, corrosive to skin. Upper respiratory tract irritant.

Health Hazard

Inhalation causes severe irritation of upper respiratory system. External contact causes severe irritation of eyes and skin. Ingestion causes severe irritation of mouth and stomach.

Safety Profile

Poison by ingestion and intravenous routes. Mildly toxic by inhalation. Corrosive. A lachrymator. When heated to decomposition it emits toxic fumes of Cl-.

Potential Exposure

Highly toxic by inhalation. Chloroacetyl chloride is used in the manufacture of acetophenone. It is used in the manufacture of a number of pesticides including: alachlor, allidochlor, butachlor, dimethachlor, formothion, mecarbam, metolachlor, propachlor. It is also used in the manufacture of pharmaceuticals, such as chlordiazepoxide hydrochloride, diazepam, lidocaine, mianserin.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. If victim is conscious, administer water ormilk. Do not induce vomiting. Medical observation isrecommended for 24-48 h after breathing overexposure, aspulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consideradministering a corticosteroid spray.

Carcinogenicity

Chloroacetyl chloride was not genotoxic in a number of assays.

storage

Chloroacetyl chloride must carry a“CORROSIVE” label. It falls in Hazard Class 8 andPacking Group I.

Shipping

UN1752 Chloroacetyl chloride, Hazard class: 6.1; Labels: 6.1-Poison Inhalation Hazard, 8-Corrosive material, Inhalation Hazard Zone B.

Incompatibilities

Reacts violently with water, steamforming chloroacetic acid and hydrogen chloride gas. Reacts with alcohols, powdered metals; sodium amide; combustibles; and many organics, causing toxic fumes, fire, and explosion hazard. On contact with air it emits corrosive gas. Decomposes when heated forming phosgene gas. Corrosive to metals.

Waste Disposal

It may be discharged into sodium bicarbonate solution, then flushed to the sewer with water.