3-CHLORO-2-NITROPHENOL Chemical Properties

Melting point:

37.5 °C

Boiling point:

250.8±20.0 °C(Predicted)

Density 

1.554±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

4.45±0.10(Predicted)

color 

Yellow-brown

Safety Information

HS Code 

2908990000

3-CHLORO-2-NITROPHENOL Usage And Synthesis

Chemical Properties

Light yellow crystalline

Synthesis

Step i: 2-chloro-6-fluoronitrobenzene (6.62 g, 37.7 mmol) and LiOH-H2O (6.33 g, 151 mmol) were dissolved in a mixed solvent of THF (45 mL) and water (65 mL), followed by the addition of 30% aqueous H2O2 solution (8.60 mL, 80.0 mmol). The resulting turbid solution was sealed and heated to 60°C with vigorous stirring. After 3 days of reaction, the dark orange mixture was cooled and half-saturated aqueous sodium thiosulfate solution (200 mL) was added and vigorously shaken in a split funnel. Subsequently, the mixture was acidified to pH < 3 with 1N HCl, extracted with EtOAc (400 mL + 100 mL) and washed with brine (400 mL). The organic phases were combined, dried with magnesium sulfate, filtered and concentrated to give a dark yellow oil containing a small amount of solid particles (unreacted feedstock) (aminophenol 10b, 6.37 g, 97% yield), which was used directly in the next step of the reaction.

References

[1] Patent: WO2009/62285, 2009, A1. Location in patent: Page/Page column 64
[2] Patent: WO2009/62308, 2009, A1. Location in patent: Page/Page column 73-74
[3] Patent: WO2009/62288, 2009, A1. Location in patent: Page/Page column 70-71
[4] Patent: WO2009/62289, 2009, A1. Location in patent: Page/Page column 77-78
[5] Patent: WO2018/37223, 2018, A1. Location in patent: Page/Page column 154

3-CHLORO-2-NITROPHENOL(17802-02-7)Related Product Information

• 3-Chloro-2-nitrobenzonitrile
• 3-Chloro-2-nitroaniline
• Crotonic acid, 3,6-dichloro-2,4-dinitrophenyl ester
• 2-CHLORO-4,5-DIMETHOXY-1,3-DINITROBENZENE
• AKOS BB-9505
• 3,4,6-TRICHLORO-2-NITROPHENOL
• 2-CHLORO-4-[(2,4-DICHLOROBENZYL)OXY]-3,5-DINITRO-1-(TRIFLUOROMETHYL)BENZENE
• 1-(6,7-DICHLORO-8-NITRO-2,3-DIHYDRO-1,4-BENZODIOXIN-5-YL)-1-ETHANONE
• 1,2-DICHLORO-4,5-DIMETHOXY-3-NITROBENZENE
• 5,6,7-TRICHLORO-4-METHYL-8-NITRO-3,4-DIHYDRO-2H-1,4-BENZOXAZINE
• 3,4,6-Trichloro-2-nitrophenyl-3,4-dichlorocarbanilate
• 3-CHLORO-2-NITROPHENOL
• 3-(DIFLUOROMETHOXY)-2-NITRO-CHLOROBENZENE
• 3,6-Dichloro-2,4-dinitrophenyl methacrylate
• AKOS BB-9503
• AKOS BB-9502