3,5-Dichlorobenzyl bromide Chemical Properties

Boiling point:

146-150 °C(Press: 18 Torr)

Density 

1.679±0.06 g/cm3(Predicted)

storage temp. 

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

Appearance

White to off-white Solid

InChI

InChI=1S/C7H5BrCl2/c8-4-5-1-6(9)3-7(10)2-5/h1-3H,4H2

InChIKey

CTJIGYSODYOMGI-UHFFFAOYSA-N

SMILES

C1(CBr)=CC(Cl)=CC(Cl)=C1

3,5-Dichlorobenzyl bromide Usage And Synthesis

Synthesis

General procedure: A solution of carbon tetrachloride (50 mL) of bromine (3.17 mL, 61 mmol) was slowly added dropwise to a solution of carbon tetrachloride (250 mL) of triphenylphosphine (16.13 g, 61 mmol) and mixed well with stirring. Subsequently, a solution of carbon tetrachloride (50 mL) of 3,5-dichlorobenzyl alcohol (10.0 g, 56 mmol) was added and the reaction mixture was heated to reflux and maintained for 45 minutes. Upon completion of the reaction, hexane was added for dilution. The mixture was filtered through a silica gel column and washed well with hexane. The filtrate was collected and the solvent was removed by concentration under reduced pressure to afford 3,5-dichlorobenzyl bromide (12.79 g, 95% yield). The product was characterized by 1H-NMR (400 MHz, CDCl3): δ= 4.37 (s, 2H), 7.24-7.28 (m, 3H).

References

[1] Patent: WO2006/120544, 2006, A1. Location in patent: Page/Page column 50
[2] Patent: WO2006/107923, 2006, A1. Location in patent: Page/Page column 70-71
[3] Bioorganic and Medicinal Chemistry Letters, 2000, vol. 10, # 8, p. 821 - 826
[4] Archiv der Pharmazie, 2005, vol. 338, # 7, p. 299 - 304
[5] Patent: WO2006/30984, 2006, A1. Location in patent: Page/Page column 63; 134

3,5-Dichlorobenzyl bromide(7778-01-0)Related Product Information

• 5-(bromomethyl)-1,3-dichloro-2-methoxybenzene
• 1-(BROMOMETHYL)-2,3,5-TRICHLOROBENZENE
• 3,5-Dichlorobenzyl bromide