3-BENZYLOXYBENZYL BROMIDE Chemical Properties

Melting point:

54-55 °C

Boiling point:

365.6±22.0 °C(Predicted)

Density 

1.361±0.06 g/cm3(Predicted)

storage temp. 

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

form 

powder to crystal

color 

White to Orange to Green

InChI

InChI=1S/C14H13BrO/c15-10-13-7-4-8-14(9-13)16-11-12-5-2-1-3-6-12/h1-9H,10-11H2

InChIKey

ITJWNXBZSFIJTP-UHFFFAOYSA-N

SMILES

C1(CBr)=CC=CC(OCC2=CC=CC=C2)=C1

Safety Information

HS Code 

2916399090

3-BENZYLOXYBENZYL BROMIDE Usage And Synthesis

Synthesis

Synthesis of compound 172 (3-benzyloxybenzyl bromide): 3-benzyloxybenzyl alcohol (3.0 g, 14.0 mmol) was dissolved in anhydrous ethyl ether (50 mL) under nitrogen protection and cooled in an ice bath to 0°C. Subsequently, phosphorus tribromide (0.66 mL, 7.0 mmol) was added dropwise (0.66 mL, 7.0 mmol), and after completion of the dropwise addition the ice bath was removed, and the mixture was gradually allowed to come to room temperature and stirred for 3 hours. The reaction mixture was gradually warmed to room temperature and stirred for 3 hours. After the reaction was completed, the mixture was diluted with ether (60 mL) and washed with deionized water (2 × 40 mL), saturated sodium bicarbonate solution (2 × 40 mL) and saturated saline (2 × 40 mL). The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to remove the solvent to give 3-benzyloxybenzyl bromide (3.76 g, 97% yield) as a light yellow solid.

References

[1] Patent: US2003/186943, 2003, A1
[2] Patent: US6458829, 2002, B1
[3] Patent: US6770658, 2004, B2
[4] Journal of Organic Chemistry, 2011, vol. 76, # 16, p. 6703 - 6714
[5] Journal of Organic Chemistry, 1997, vol. 62, # 19, p. 6690 - 6691

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