1-(BROMOMETHYL)-4-(METHYLSULFONYL)BENZENE Chemical Properties

Melting point:

82-86 °C

Boiling point:

375.2±34.0 °C(Predicted)

Density 

1.550

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

Crystalline Powder

color 

Beige to brown

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-36-22-34

Safety Statements 

37/39-26-45-36/37/39

RIDADR 

UN3261

WGK Germany 

3

HazardClass 

8

PackingGroup 

III

HS Code 

29049090

MSDS

• Language:English Provider:ACROS
• Language:English Provider:ALFA

1-(BROMOMETHYL)-4-(METHYLSULFONYL)BENZENE Usage And Synthesis

Chemical Properties

white to beige crystalline powder

Synthesis

The general procedure for the synthesis of 4-(methylsulfonyl)benzyl bromide from 4-methylsulfonylphenylmethanol was as follows: methanesulfonyl chloride (1.00 mL, 12.9 mmol) was added slowly and dropwise to a stirred solution of 4-(methylsulfonyl)phenylmethanol (2.00 g, 10.7 mmol) and triethylamine (2.24 mL, 16.1 mmol) in acetone (25 mL) at 0 °C. The reaction mixture was continued to be stirred at this temperature for 30 minutes. The reaction mixture was filtered and lithium bromide (4.66 g, 53.7 mmol) was added to the filtrate in three batches at 0 °C. The resulting mixture was stirred at 0 °C for 5 minutes and then gradually warmed up to room temperature and continued stirring for 1.5 hours. The reaction mixture was filtered again and the filtrate was concentrated under vacuum. After dilution with 50 mL of water, the product was extracted with dichloromethane (50 mL x 3). The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under vacuum to give 1-(bromomethyl)-4-(methylsulfonyl)benzene (2.80 g, 100% yield) as a white solid.1H NMR (300 MHz, CDCl3) δppm: 7.95 (d, J=8.4 Hz, 2H), 7.61 (d, J=8.4 Hz, 2H), 4.53 (s, 2H), 3.08 (s, 3H).

References

[1] Patent: WO2017/136871, 2017, A1. Location in patent: Paragraph 0223
[2] Journal of the Chemical Society, 1962, p. 1420 - 1427
[3] Canadian Journal of Chemistry, 1984, vol. 62, p. 2330 - 2336
[4] Journal of Medicinal Chemistry, 1989, vol. 32, # 8, p. 1757 - 1763
[5] Journal of Organic Chemistry, 2011, vol. 76, # 20, p. 8203 - 8214

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