3-Bromo-4-methoxybenzonitrile Chemical Properties

Melting point:

122-124 °C (lit.)

Boiling point:

282.8±20.0 °C(Predicted)

Density 

1.56±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Soluble in methanol.

form 

powder to crystal

color 

White to Light yellow to Light orange

BRN 

3246576

CAS DataBase Reference

117572-79-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38-52

Safety Statements 

26-36

RIDADR 

3439

WGK Germany 

3

Hazard Note 

Harmful/Irritant

HazardClass 

6.1

PackingGroup 

III

HS Code 

29269090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-Bromo-4-methoxybenzonitrile Usage And Synthesis

Chemical Properties

Off-white powder

Uses

3-Bromo-4-methoxybenzonitrile is used to prepare 3-bromo-2-iodo-4-methoxy-benzonitrile. It is also used as pharmaceutical intermediates.

Synthesis

The reaction was carried out with 3-bromo-4-hydroxybenzonitrile (5.0 g, 25.3 mmol), potassium carbonate (7.0 g, 50.1 mmol) and iodomethane (3.9 g, 27.8 mmol) in acetonitrile (20 mL) with stirring for 6 h at 25 °C. The reaction was carried out by thin layer chromatography (TLC). The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, the reaction mixture was subjected to liquid-liquid separation between ethyl acetate (100 mL) and water (30 mL). The organic phase was collected, washed with brine (20 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain the crude product. The crude product was purified by fast column chromatography on silica gel to afford 3-bromo-4-methoxybenzenecarbonitrile (4.8 g, 22.6 mmol) in 89% yield using a hexane solution of 30% ethyl acetate as eluent.

References

[1] Patent: WO2017/11590, 2017, A1. Location in patent: Paragraph 00409
[2] Patent: US2005/153877, 2005, A1. Location in patent: Page/Page column 122

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