4-CHLORO-2-NITROPHENOL Property

Melting point:

85-87 °C(lit.)

Boiling point:

242.5±20.0 °C(Predicted)

Density 

1.4914 (rough estimate)

refractive index 

1.5810 (estimate)

solubility 

dioxane: soluble0.5g/5mL, clear, faintly yellow to yellow

form 

powder to crystal

pka

pK1: 6.48 (25°C)

color 

Light yellow to Yellow to Orange

BRN 

2048031

CAS DataBase Reference

89-64-5(CAS DataBase Reference)

EPA Substance Registry System

4-Chloro-2-nitrophenol (89-64-5)

Safety

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-36-36/37/39

RIDADR 

2811

WGK Germany 

3

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29089990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

4-CHLORO-2-NITROPHENOL Chemical Properties,Usage,Production

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.