2-BROMO-5-METHOXYBENZYL BROMIDE 97 Chemical Properties

Melting point:

90-94 °C (lit.)

Boiling point:

299.6±25.0 °C(Predicted)

Density 

1.759±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

Solid

color 

White to beige

Water Solubility 

Soluble in hot methanol. Slightly soluble in water.

InChI

InChI=1S/C8H8Br2O/c1-11-7-2-3-8(10)6(4-7)5-9/h2-4H,5H2,1H3

InChIKey

MURVUTUZSUEIGI-UHFFFAOYSA-N

SMILES

C1(Br)=CC=C(OC)C=C1CBr

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

HazardClass 

8

PackingGroup 

Ⅱ

HS Code 

2909303890

2-BROMO-5-METHOXYBENZYL BROMIDE 97 Usage And Synthesis

Uses

Employed as an important intermediate for raw material for organic synthesis, agrochemical, pharmaceutical and dyestuff field

Synthesis

The general procedure for the synthesis of 2-bromo-5-methoxybenzyl bromide from 2-bromo-5-methoxytoluene was as follows: 2-bromo-5-methoxytoluene (0.050 mol) and N-bromosuccinimide (NBS, 0.055 mol) were dissolved in carbon tetrachloride (125 mL), and azobisisobutyronitrile (AIBN, 0.001 mol) was added as initiator. The reaction mixture was stirred at 80 °C for 18 hours. Upon completion of the reaction, the mixture was diluted with hexane and subsequently filtered through a diatomaceous earth pad to remove insoluble impurities. The filtrate was concentrated under reduced pressure to remove the solvent and the residue was washed with ethyl acetate to give the final target product 4-bromo-3-(bromomethyl)anisole.

References

[1] Tetrahedron, 2004, vol. 60, # 49, p. 11075 - 11087
[2] Journal of the American Chemical Society, 2005, vol. 127, # 29, p. 10124 - 10125
[3] Journal of Organic Chemistry, 2014, vol. 79, # 11, p. 4973 - 4983
[4] Synlett, 2011, # 17, p. 2525 - 2528
[5] Journal of Medicinal Chemistry, 2000, vol. 43, # 1, p. 22 - 26

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