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Chemical Description

2-chlorobenzaldehyde is an organic compound with a chlorinated benzene ring and an aldehyde functional group.

Preparation

2-Chlorobenzaldehyde is produced mainly by chlorination of 2-chlorotoluene to form 2-chlorobenzal chloride, which is then subjected to acid hydrolysis. Metal salts, such as iron(III) chloride, are used as catalysts. The hydrolysis can also be accomplished using formic acid without a catalyst.2-Chlorobenzaldehyde can also be produced by oxidation of 2-chlorobenzyl chloride with N-oxides of tertiary amines or with dilute nitric acid.https://pubchem.ncbi.nlm.nih.gov/compound/2-Chlorobenzaldehyde

Application

2-Chlorobenzaldehyde is used acid zinc plating brightener, also be used for organic synthesis, agricultural pesticide and pharmaceutical industries. It is used to synthesize the acaricides clofentezine and flutenzine. 2-Chlorobenzaldehyde undergoes alkynylation with phenylacetylene in the presence of catalytic ligands and dimethylzinc at 0°C to form binaphthyl-derived amino alcohols.

Synthesis Reference(s)

Tetrahedron Letters, 34, p. 8037, 1993 DOI: 10.1016/S0040-4039(00)61444-2

General Description

2-chlorobenzaldehyde is a clear colorless to yellowish liquid. (NTP, 1992)

Air & Water Reactions

2-Chlorobenzaldehyde is moisture and light sensitive. Slightly water soluble.

Reactivity Profile

2-Chlorobenzaldehyde reacts with iron and strong oxidizers, strong bases and strong reducing agents.

Health Hazard

Symptoms of exposure to 2-Chlorobenzaldehyde may include skin, eye and upper respiratory tract irritation. This compound may cause skin, eye and respiratory tract irritation. When heated to decomposition it emits toxic fumes.

Fire Hazard

2-Chlorobenzaldehyde is combustible.

Safety Profile

Poison by intraperitoneal and intravenous routes. When heated to decomposition it emits toxic fumes of Cl-. See also ALDEHYDES and CHLORIDES.

Purification Methods

Wash it with 10% Na2CO3 solution, then fractionally distil it in the presence of a small amount of catechol as stabiliser. [Beilstein 7 H 233, 7 IV 561.]