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Chloroaniline may refer to any of three isomeric chemical compounds: 2-Chloroaniline [Wikidata] 3-Chloroaniline; 4-Chloroaniline This page was last edited on 9 ...
4-Chloroaniline is used in the industrial production of pesticides, drugs, and dyestuffs. It is a precursor to the widely used antimicrobial and bacteriocide chlorhexidine and is used in the manufacture of pesticides, including pyraclostrobin, anilofos, monolinuron, and chlorphthalim.
Chloranil is produced by chlorination of phenol to give hexachlorocyclohexa-2,5-dien-1-one ("hexachlorophenol"). Hydrolysis of the dichloromethylene group in this dienone gives chloranil: [3]
4,4′-Methylenebis(2-chloroaniline) (also known as MOCA, MBOCA, and bisamine) is a substance used as a curing agent in polyurethane production. [3] MOCA is an aromatic amine which is structurally similar to benzidine , a known human bladder carcinogen.
Dichloroanilines are chemical compounds which consist of an aniline ring substituted with two chlorine atoms and have the molecular formula C 6 H 5 Cl 2 N. There are six isomers, varying in the positions of the chlorine atoms around the ring relative to the amino group.
Many organochlorine compounds have been isolated from natural sources ranging from bacteria to humans. [3] [4] Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids.
2-Nitrochlorobenzene can be reduced to the 2-chloroaniline with Fe/HCl mixture, the Bechamp reduction. [1] 2-Nitrochlorobenzene, like its isomers, is reactive toward nucleophiles, resulting in chloride substitution. With polysulfide, it reacts to give di-orthonitrophenyl disulfide: [2] 2 O 2 NC 6 H 4 Cl + Na 2 S 2 → (O 2 NC 6 H 4 S) 2 + 2 NaCl
[3]: 130–132 A route to the intermediate starting from 3-chloroaniline was developed by chemists at Winthrop Chemical Co. [4] The substituted aniline is condensed with the diethyl ester of oxaloacetic acid under mildly acidic conditions, forming an imine, which is cyclised to form the pyridine ring by heating in mineral oil.