1-(1-bromoethyl)-4-fluorobenzene Chemical Properties

Boiling point:

100-104 °C15 mm Hg(lit.)

Density 

1.4498 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.534(lit.)

Flash point:

200 °F

storage temp. 

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

form 

oil

color 

Colourless

Safety Information

Hazard Codes 

Xn,N

Risk Statements 

22-51/53

Safety Statements 

61

WGK Germany 

2

Hazard Note 

Harmful

HS Code 

2903998090

MSDS

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1-(1-bromoethyl)-4-fluorobenzene Usage And Synthesis

Synthesis

General procedure for the synthesis of 1-(1-bromoethyl)-4-fluorobenzene from 1-(4-fluorophenyl)-1-ethanol: 1-(4-fluorophenyl)ethanol (0.455 mL, 3.57 mmol) was mixed with phosphorus tribromide (0.673 mL, 7.13 mmol) in chloroform (10 mL) and heated to a temperature of 70°C for 3 days. Upon completion of the reaction, the reaction mixture was quenched by pouring it into ice water and diluted with ethyl acetate. The organic layer was separated, washed sequentially with water and brine, dried over anhydrous sodium sulfate and concentrated in vacuum to obtain the crude product. The crude product was purified by silica gel column chromatography with hexane/dichloromethane (2:1) as eluent to afford 1-(1-bromoethyl)-4-fluorobenzene (154 mg, 0.758 mmol, 21.3% yield) as a colorless oil.1H NMR (400 MHz, CDCl3) δ 7.49-7.40 (m, 2H), 7.09-7.00 (m , 2H), 5.23 (q, J = 7.0 Hz, 1H), 2.06 (d, J = 6.8 Hz, 3H).

References

[1] Journal of the American Chemical Society, 2016, vol. 138, # 34, p. 10774 - 10777
[2] Patent: US2012/46301, 2012, A1. Location in patent: Page/Page column 30; 31
[3] Patent: WO2018/148626, 2018, A1. Location in patent: Page/Page column 152
[4] Tetrahedron, 1977, vol. 33, p. 1581 - 1585
[5] Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical, 1984, vol. 23, # 1, p. 60 - 62

1-(1-bromoethyl)-4-fluorobenzene(65130-46-3)Related Product Information

• (2-Bromoethyl)benzene
• 1-(2-BROMOETHYL)-3-FLUOROBENZENE
• N1-(2-BROMOETHYL)-4-FLUOROBENZENE-1-SULPHONAMIDE
• N1-(2-BROMOETHYL)-4-FLUOROBENZENE-1-SULFONAMIDE
• 1-(2-BROMOETHYL)-4-FLUOROBENZENE,1-(2-Bromoethyl)-4-fluoroBenzene,4-FluorophenethylBromide