2-Amino-4,5-dichlorophenol Chemical Properties

Melting point:

174-175 °C

Boiling point:

309.1±42.0 °C(Predicted)

Density 

1.560±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

powder

pka

8.36±0.23(Predicted)

color 

Very dark beige to very dark brown

EPA Substance Registry System

Phenol, 2-amino-4,5-dichloro- (28443-57-4)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HS Code 

29089990

2-Amino-4,5-dichlorophenol Usage And Synthesis

Synthesis

The general procedure for the synthesis of 2-hydroxy-4,5-dichloroaniline from 4,5-dichloro-2-nitrophenol was as follows: to a stirred mixed solution of 4,5-dichloro-2-nitrophenol (15 g, 72 mmol) in acetic acid (150 mL) and water (450 mL) was added powdered iron (16 g, 285 mmol) in batches. The reaction mixture was stirred continuously at 50 °C for 2 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subjected to filtration operation and the filter cake was washed with ethyl acetate. The filtrate was subsequently extracted with ethyl acetate. The combined organic layers were washed sequentially with water, NaHCO3 (aq.) and brine, dried over Na2SO4 and concentrated under vacuum to give the final target product 2-hydroxy-4,5-dichloroaniline (10 g, 78% yield).

References

[1] Journal of Organic Chemistry, 1996, vol. 61, # 10, p. 3289 - 3297
[2] Patent: US2014/288045, 2014, A1. Location in patent: Paragraph 0456
[3] European Journal of Medicinal Chemistry, 2012, vol. 56, p. 108 - 119
[4] Patent: WO2018/37223, 2018, A1. Location in patent: Page/Page column 81
[5] Journal of the Chemical Society, 1956, p. 4727,4730

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