3-Chloro-2-nitrophenol

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3-Chloro-2-nitrophenol Basic information
Product Name:3-Chloro-2-nitrophenol
Synonyms:Phenol, 3-chloro-2-nitro-;3-Chloro-2-nitrophenol
CAS:17802-02-7
MF:C6H4ClNO3
MW:173.55
EINECS:
Product Categories:
Mol File:17802-02-7.mol
3-Chloro-2-nitrophenol Structure
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
pka4.45±0.10(Predicted)
color Yellow-brown
Safety Information
HS Code 2908990000
MSDS Information
3-Chloro-2-nitrophenol Usage And Synthesis
Chemical PropertiesLight yellow crystalline
Synthesis
2-Chloro-6-fluoronitrobenzene

64182-61-2

3-CHLORO-2-NITROPHENOL

17802-02-7

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 Preparation Products And Raw materials
Raw materials3-Chlorophenol-->2-Chloro-6-fluoronitrobenzene-->Tetrahydrofuran-->Hydrogen peroxide-->Water-->Lithium hydroxide
Preparation ProductsEthyl (4-chloro-1,3-benzoxazol-2-yl)acetate
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