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4-Chlorobenzaldehyde (p-Chlorobenzaldehyde) is an organic compound with the formula ClC 5 H 4 CHO. It is one of three isomeric monochlorinated benzaldehydes . Preparation
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Chlorobenzene (abbreviated PhCl) is an aryl chloride and the simplest of the chlorobenzenes, consisting of a benzene ring substituted with one chlorine atom. Its chemical formula is C 6 H 5 Cl. This colorless, flammable liquid is a common solvent and a widely used intermediate in the manufacture of other chemicals.
Benzylic halides are typically strong alkylating agents, and for this reason benzal chloride is treated as a hazardous compound. Treatment of benzal chloride with sodium gives stilbene. Most benzal chloride main industrial use is as a precursor to benzaldehyde. This conversion involves hydrolysis in the presence of base: [2]
Industrially, benzyl chloride is the precursor to benzyl esters, which are used as plasticizers, flavorants, and perfumes. Phenylacetic acid, a precursor to pharmaceuticals, is produced from benzyl cyanide, which in turn is generated by treatment of benzyl chloride with sodium cyanide.
4,4’-Dichlorobenzophenone is prepared by the acylation of chlorobenzene with 4-chlorobenzoyl chloride. The conversion is typically conducted in the presence of an aluminium chloride catalyst in a petroleum ether solvent. ClC 6 H 5 C(O)Cl + C 6 H 5 Cl → (ClC 6 H 4) 2 CO + HCl
4-Chlorobenzoic acid is an organic compound with the molecular formula ClC 6 H 4 CO 2 H. It is a white solid that is soluble in some organic solvents and in aqueous base. 4-Chlorobenzoic acid is prepared by oxidation of 4-chlorotoluene .
Consequently, the chloride on 4-chlorphenyl azide is a deactivating agent, but it also directs to the ortho/para positions on the aromatic ring. Due to the substituent effects on 4-chlorophenyl azide, acylation and alkylation would yield a major product that is newly substituted in the 3- and 5-positions on the aromatic ring.