3-CHLOROPHENETHYL BROMIDE, 97% Chemical Properties

Boiling point:

85 °C(Press: 0.1 Torr)

Density 

1.489±0.06 g/cm3(Predicted)

Flash point:

110 °C

storage temp. 

Sealed in dry,Room Temperature

Appearance

Colorless to light yellow Liquid

Safety Information

Hazard Codes 

Xn,N

Risk Statements 

22-41-51/53

Safety Statements 

26-36/37-39-61

RIDADR 

UN 3082 9/PG 3

WGK Germany 

2

HS Code 

2903998090

3-CHLOROPHENETHYL BROMIDE, 97% Usage And Synthesis

Synthesis

General procedure for the synthesis of 1-(2-bromoethyl)-3-chlorobenzene from 3-chlorobenzene ethanol: Triphenylphosphine (3.90 g, 14.9 mmol) was added to a stirred solution containing 3-chlorobenzene ethanol (2.0 mL, 14.8 mmol), carbon tetrabromide (4.91 g, 14.8 mmol), and anhydrous dichloromethane (100 mL), under nitrogen protection. The reaction mixture was stirred at room temperature for 5 hours. After completion of the reaction, the reaction mixture was washed sequentially with water (100 mL) and brine (100 mL). The organic layer was separated, dried with magnesium sulfate, filtered and concentrated on a rotary evaporator to give the crude product. The crude product was purified by rapid chromatography on silica gel using 100% hexane as eluent to give 2.30 g (71% yield) of 1-(2-bromoethyl)-3-chlorobenzene. Thin layer chromatography (TLC) analysis: Rf value was 0.27 in 100% hexane; 1H NMR (CDCl3) data: δ 7.26-7.11 (m, 3H), 7.09-7.07 (m, 1H), 3.54 (t, 2H), 3.12 (t, 2H).

References

[1] Journal of Medicinal Chemistry, 1996, vol. 39, # 20, p. 4017 - 4026
[2] Patent: WO2004/26305, 2004, A1. Location in patent: Page/Page column 67-68
[3] Patent: US2002/19531, 2002, A1
[4] Journal of the Chemical Society, 1964, p. 1548 - 1553
[5] Tetrahedron Asymmetry, 1998, vol. 9, # 15, p. 2725 - 2737

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