1-(2-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. 

Sealed in dry,Room Temperature

form 

Liquid or Low Melting Solid

color 

Clear colorless to light yellow or white to pale yellow

CAS DataBase Reference

332-42-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,N

Risk Statements 

22-51/53

Safety Statements 

61

RIDADR 

UN 3082 9 / PGIII

WGK Germany 

2

HazardClass 

9

HS Code 

29039990

MSDS

• Language:English Provider:SigmaAldrich

1-(2-BROMOETHYL)-4-FLUOROBENZENE Usage And Synthesis

Chemical Properties

Clear slightly yellow liquid

Uses

An intermediate in the production of protein A mimetics, serotonin antagonists, and other CNS agents

Synthesis

Preparative Example 1 Synthesis of 4-fluorophenethyl bromide: Triphenylphosphine (222 g) and N-bromosuccinimide (151 g) were sequentially added to a solution of 4-fluorophenylethanol (100 g) in dichloromethane (1 L) under cooling conditions in an ice bath and the reaction was carried out with continuous stirring for 1 hour. Upon completion of the reaction, the resulting solution was concentrated under reduced pressure and the precipitated crystals were subsequently filtered. The filtrate was further concentrated to afford the target product 4-fluorobromoethylbenzene (133 g) as a colorless oil (yield: 92%). The product was characterized by 1H-NMR (400 MHz, CDCl3): δ (ppm) 3.14 (2H, t, J = 8 Hz), 3.54 (2H, t, J = 8 Hz), 6.98-7.03 (2H, m), 7.15-7.18 (2H, m).

References

[1] Journal of Organic Chemistry, 2006, vol. 71, # 18, p. 7035 - 7044
[2] Tetrahedron Asymmetry, 2001, vol. 12, # 4, p. 585 - 596
[3] Patent: US2002/19531, 2002, A1
[4] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 8, p. 2989 - 3002
[5] Patent: EP2508526, 2012, A1. Location in patent: Page/Page column 48

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