5-Bromo-2-(bromomethyl)toluene, 4-Bromo-1-(bromomethyl)-2-methylbenzene Chemical Properties

Boiling point:

280.0±25.0 °C(Predicted)

Density 

1.743±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

crystalline powder

color 

Off-White

Safety Information

HS Code 

2903998090

5-Bromo-2-(bromomethyl)toluene, 4-Bromo-1-(bromomethyl)-2-methylbenzene Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-bromo-1-(bromomethyl)-2-methylbenzene from (4-bromo-2-methylphenyl)methanol: Phosphorus tribromide (54.2 g, 0.2 mol) was slowly added dropwise to a solution of dichloromethane (1 L) of intermediate 12 (100 g, 0.5 mol) at 0 °C. After the dropwise addition was completed, the reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the pH of the mixture was adjusted with saturated NaHCO3 solution to 7. The organic layer was separated, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum to afford the title product 4-bromo-1-(bromomethyl)-2-methylbenzene (128 g, 97% yield).1H NMR (400 MHz, CDCl3) δ 7.43 (t, 1H), 7.32- 7.37 (m, 2H), 4.67 (s, 2H), 2.33 (s, 3H).

References

[1] Patent: WO2008/18827, 2008, A1. Location in patent: Page/Page column 61-62
[2] Patent: WO2010/15652, 2010, A2. Location in patent: Page/Page column 36
[3] Patent: WO2017/34990, 2017, A1. Location in patent: Page/Page column 41
[4] Patent: WO2015/89337, 2015, A1. Location in patent: Paragraph 0653
[5] Patent: US6359135, 2002, B1. Location in patent: Page column 122