| Identification | Back Directory | [Name]
2-BROMO-5-METHOXYBENZYL BROMIDE 97 | [CAS]
19614-12-1 | [Synonyms]
2-bromo-5-methoxybromobenzyl
4-Bromo-3-bromomethyl anisole
2-Bromo-5-methyoxybenzyl bromide
5-BroMo-2-Methoxy Benzyl BroMide
2-BROMO-5-METHOXYBENZYL BROMIDE 97
2-Bromo-5-methoxybenzyl bromide 97%
2-Bromo-5-methoxybenzyl Bromide >
Benzene, 1-bromo-2-(bromomethyl)-4-methoxy- | [Molecular Formula]
C8H8Br2O | [MDL Number]
MFCD00078664 | [MOL File]
19614-12-1.mol | [Molecular Weight]
279.958 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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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