General Description
Clear colorless to yellowish liquid.
Reactivity Profile
2-CHLOROBENZALDEHYDE(89-98-5) reacts with iron and strong oxidizers, strong bases and strong reducing agents.
Air & Water Reactions
This chemical is moisture and light sensitive. Slightly water soluble.
Fire Hazard
This chemical is combustible.
Chemical Properties
colourless to brown liquid
Uses
Acid zinc plating brightener, also be used for organic synthesis, agricultural pesticide and pharmaceutical industries.
2-Chlorobenzaldehyde undergoes alkynylation with phenylacetylene in the presence of catalytic ligands and dimethylzinc at 0°C to form binaphthyl-derived amino alcohols.
2-Chlorobenzaldehyde has been used in generation of small focused library of diversely functionalized dihydropyrimidine derivatives via one-pot three-component Biginelli cyclocondensation of β-ketoesters, aldehydes and thioureas.
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.
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
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.
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.]