Chemical Properties
2-Chlorobenzaldehyde is a colorless to yellowish liquid with a penetrating odor. Insoluble in water, soluble in benzene, alcohol and ether. 2-Chlorobenzaldehyde is considerably more resistant to oxidation than benzaldehyde. When it is heated with sodium sulfite solution under pressure, benzaldehyde-2-sulfonic acid forms.
Uses
2-Chlorobenzaldehyde can be used to make alcohols, acids, and dyes; used in the rubber, tanning, and
paper industries; used as an intermediate for optical
brighteners, agricultural chemicals, and pharmaceuticals.It can also be used to prepare triphenyl methane and related dyes, organic intermediate.
Uses
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.
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.
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.]
