2-CHLORO-6-METHOXYBENZONITRILE Chemical Properties

Melting point:

98-100°C

Boiling point:

294.7±20.0 °C(Predicted)

Density 

1.25±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform, Ethyl Acetate

form 

Solid

color 

White

CAS DataBase Reference

6575-10-6

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2926907090

2-CHLORO-6-METHOXYBENZONITRILE Usage And Synthesis

Chemical Properties

White Needles

Uses

2-Chloro-6-methoxybenzonitrile (cas# 6575-10-6) is a compound useful in organic synthesis.

Synthesis

To a 100 mL solution of 2-chloro-6-fluorobenzonitrile (1.55 g, 10.0 mmol) in anhydrous methanol was added sodium methanolate (4.32 g, 80 mmol). The reaction mixture was heated at 85 °C and stirred overnight. Upon completion of the reaction, the solvent was removed by concentration under reduced pressure. The residue was diluted with 400 mL of dichloromethane (DCM) and washed sequentially with saturated aqueous sodium bicarbonate (NaHCO3) and aqueous ammonium chloride (NH4Cl, 2 x 20 mL). The organic phase was dried over anhydrous sodium sulfate (Na2SO4) and concentrated in vacuum. The crude product was purified by column chromatography (petroleum ether: ethyl acetate = 10:1) to afford 2-chloro-6-methoxycyanobenzene (1.5 g, 89.8% yield) as a light yellow solid. LC-MS showed [MH]+ = 168.0.

References

[1] Patent: WO2017/221092, 2017, A1. Location in patent: Paragraph 00151

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