Description
4-Chloro-2-nitrophenol, is a kind of chloronitrophenols (CNPs), being widely used in the synthesis of dyes, drugs and pesticides. Furthermore, it can be used to produce 2-Amino-4-chloro-phenol.It has become a major group of environmental pollutants. 4-Chloro-2-nitrophenol has been detected in various industrial effluents. Therefore, it has also been used as a model compound for evaluation of biodegradation strategy using microbes.
Sources
https://microbialcellfactories.biomedcentral.com/articles/10.1186/1475-2859-11-150
https://www.sciencedirect.com/science/article/pii/S0304389407009570
https://www.lookchem.com/4-Chloro-2-nitrophenol/
Chemical Properties
yellow powder
Uses
Reduction of 4-Chloro-2-nitrophenol gives 2-amino-4- chlorophenol [95-85-2], and chlorination yields 2,4-dichloro-6-nitrophenol [609-89-2], which is reduced to 2-amino-4,6-dichlorophenol [527-62-8]. These substituted aminophenols are members of a large class of diazo components used for hydroxyazo dyes, which are important for wool and polyamide when converted to their chromium complexes. For the amine derived from the methyl ether of 4-Chloro-2-nitrophenol, 4- chloro-o-anisidine [93-50-5], the preferred route is methoxylation of 2,5-dichloronitrobenzene followed by reduction. 2-amino-4-chlorophenol reacts with phosgene to give 5- chlorobenzoxolinone which nitrates to the 6-nitro compound; the latter undergoes alkaline hydrolysis to 2-amino-4- chloro-5-nitrophenol.
Production Methods
2,5-Dichloronitrobenzene is hydrolyzed with 8 % aqueous sodium hydroxide at 120 – 130 ℃ under pressure.
