| Identification | Back Directory | [Name]
4-BROMO-3,5-DIMETHYLANISOLE | [CAS]
6267-34-1 | [Synonyms]
106319
4-BROMO-3,5-DIMETHYLANISOLE
2-bromo-5-methoxy-1,3-dimethylbenzene
2-chloro-5-methoxy-1,3-dimethylbenzene
4-BROMO-3,5-DIMETHYLPHENYL METHYL ETHER
Benzene, 2-bromo-5-methoxy-1,3-dimethyl- | [Molecular Formula]
C9H11BrO | [MDL Number]
MFCD00461692 | [MOL File]
6267-34-1.mol | [Molecular Weight]
215.09 |
| Chemical Properties | Back Directory | [Melting point ]
24-25 °C | [Boiling point ]
137-139 °C(Press: 20 Torr) | [density ]
1.326±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
solid | [Appearance]
White to light brown <34°C Solid,>36°C Liquid |
| Hazard Information | Back Directory | [Synthesis]
The reaction was carried out with 4-bromo-3,5-dimethylphenol (25.0 g, 124.3 mmol), iodomethane (35.3 g, 248.6 mmol), and potassium carbonate (34.4 g, 248.6 mmol) in 62.5 mL of DMF with stirring at room temperature for 2 hours. After completion of the reaction, the mixture was diluted with 300 mL of ether and washed sequentially with 250 mL of water and 5 x 100 mL of brine. The organic phase was dried over anhydrous magnesium sulfate, filtered and concentrated to give the crude product. Purification by fast column chromatography (silica gel, 90:10 hexane/ethyl acetate) afforded 4-bromo-3,5-dimethylanisole (26 g, 120.8 mmol, 97% yield).1H NMR (CDCl3) δ: 2.39 (s, 6H), 3.76 (s, 3H), 6.67 (s, 2H). | [References]
[1] Patent: WO2014/128198, 2014, A1. Location in patent: Page/Page column 44-45
[2] Organic Letters, 2005, vol. 7, # 17, p. 3721 - 3724
[3] Journal of the American Chemical Society, 2007, vol. 129, # 11, p. 3267 - 3286
[4] Angewandte Chemie - International Edition, 2013, vol. 52, # 50, p. 13405 - 13409
[5] Angew. Chem., 2013, vol. 125, # 50, p. 13647 - 13651,5 |
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