2-Bromo-1-(bromomethyl)-4-fluorobenzene Chemical Properties

Boiling point:

254.0±25.0 °C(Predicted)

Density 

1.923±0.06 g/cm3(Predicted)

storage temp. 

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

form 

Solid

Appearance

Off-white to light yellow Crystal

CAS DataBase Reference

61150-57-0(CAS DataBase Reference)

Safety Information

RIDADR 

3261

HazardClass 

8

PackingGroup 

Ⅲ

HS Code 

2903998090

2-Bromo-1-(bromomethyl)-4-fluorobenzene Usage And Synthesis

Chemical Properties

white crystal powde

Synthesis

General procedure for the synthesis of 2-bromo-4-fluorobenzyl bromide from 2-bromo-4-fluorotoluene: In a round-bottomed flask equipped with a reflux condenser, 2-bromo-4-fluorotoluene (15 g, 79.3 mmol), N-bromosuccinimide (18.08 g, 101.6 mmol) and 2,2'-azobisisobutyronitrile (3.9 g, 23.8 mmol) were dissolved in carbon tetrachloride (150 mL). The reaction mixture was heated to reflux for 21 hours. After completion of the reaction, the mixture was cooled and the solvent was removed by distillation under reduced pressure. The crude product was suspended in dichloromethane and the organic layer was washed with water. Subsequently, the organic layer was washed with saturated aqueous sodium chloride solution and dried with anhydrous sodium sulfate. After filtration, the solvent was removed by distillation under reduced pressure to obtain the crude product. Purification of the crude product by column chromatography (eluent: 1% hexane solution of ethyl acetate tapered to 10% hexane solution of ethyl acetate) afforded 2-bromo-4-fluorobenzyl bromide as an oily white solid (18.5 g, 87% yield).GC-MS analysis showed m/z 268 [M]+.

References

[1] Synlett, 2011, # 17, p. 2525 - 2528
[2] Patent: WO2008/144223, 2008, A2. Location in patent: Page/Page column 28
[3] Patent: WO2007/70041, 2007, A1. Location in patent: Page/Page column 126
[4] Journal of Medicinal Chemistry, 2003, vol. 46, # 3, p. 409 - 416
[5] Collection of Czechoslovak Chemical Communications, 1999, vol. 64, # 4, p. 649 - 672

2-Bromo-1-(bromomethyl)-4-fluorobenzene(61150-57-0)Related Product Information

• alpha-Chloro-o-fluorotoluene
• BRETYLIUM TOSYLATE
• Ethyl bromodifluoroacetate
• [2,3,5,6-tetrafluoro-4-(methoxymethyl)phenyl]methyl 2,2-dimethyl-3-pro p-1-enyl-cyclopropane-1-carboxylate
• 4-Fluorobenzyl chloride
• 2-Bromo-4-fluorotoluene
• 3-Fluorobenzyl bromide
• BROMOTRIFLUOROMETHANE
• 4-Fluorobenzyl bromide
• Fluorobenzene
• 1-Bromo-2-(bromomethyl)-4-fluorobenzene
• Bromine
• 1-Bromo-4-bromomethyl-3-fluorobenzene
• 1-Bromo-3-bromomethyl-2-fluorobenzene
• TETRABROMO-4-FLUORO-O-XYLENE
• 2-Bromo-1-(bromomethyl)-4-fluorobenzene
• 3-bromo-4-fluorobenzyl bromide
• 1-bromo-4-(bromomethyl)-2-fluorobenzene