3-CHLORO-2-NITROPHENOL

3-CHLORO-2-NITROPHENOL Property

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

HS Code 

2908990000

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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.

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

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