2,4-Dichlorobenzyl bromide Chemical Properties

Melting point:

32 °C

Boiling point:

126-133 °C(Press: 8 Torr)

Density 

1.679±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,2-8°C

solubility 

soluble in Methanol

form 

powder to lump

color 

White to Light yellow

Safety Information

RIDADR 

3261

HS Code 

2903.99.8001

2,4-Dichlorobenzyl bromide Usage And Synthesis

Synthesis

General procedure for the synthesis of 2,4-dichlorobenzyl bromide from 2,4-dichlorobenzyl alcohol: 2,4-dichlorobenzyl alcohol (0.34 mmol, 1.0 eq.), ethyl α,α-diacetoacetate (0.41 mmol, 1.2 eq.), and triphenylphosphine (0.68 mmol, 2.0 eq.) were added sequentially to 3 mL of dichloroethane (DCE) at room temperature and the reaction was carried out in air. The progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction was quenched by the addition of 3 mL of water and subsequently extracted with ethyl acetate (3 x 3 mL). The organic phases were combined, washed with saturated saline, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography, and the eluent was petroleum ether or a mixed solvent of petroleum ether and ethyl acetate, and the target product 2,4-dichlorobenzyl bromide was finally obtained.

References

[1] Tetrahedron Letters, 2014, vol. 55, # 1, p. 90 - 93
[2] Patent: CN106117028, 2016, A. Location in patent: Paragraph 0057; 0058
[3] Organic Process Research and Development, 2002, vol. 6, # 2, p. 190 - 191
[4] Monatshefte fur Chemie, 2004, vol. 135, # 10, p. 1251 - 1255
[5] Journal of Medicinal Chemistry, 1989, vol. 32, # 8, p. 1757 - 1763

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