4-BROMO-3,5-DIMETHYLANISOLE Chemical Properties

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

Safety Information

HazardClass 

IRRITANT

4-BROMO-3,5-DIMETHYLANISOLE Usage And Synthesis

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

4-BROMO-3,5-DIMETHYLANISOLE(6267-34-1)Related Product Information

• 4-BROMO-3,5-DIMETHYLANISOLE
• BDMC
• 3,5-Dimethylanisole
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• 3-AMINO-4-(4-CHLORO-3,5-DIMETHYLPHENOXY)BENZOTRIFLUORIDE
• 6-(4-CHLORO-3,5-DIMETHYLPHENOXY)PYRIDIN-3-AMINE
• (4-BROMO-3,5-DIMETHYL)PHENYL BENZYL ETHER
• 2-(4-CHLORO-3,5-DIMETHYLPHENOXY)ACETOHYDRAZIDE
• 2-(4'-CHLORO-3',5'-DIMETHYL- PHENOXY) ETHANOL
• 4-chloro-3,5-xylyloxyacetic acid
• N1-[2-(4-CHLORO-3,5-DIMETHYLPHENOXY)-5-(TRIFLUOROMETHYL)PHENYL]-2-CHLOROACETAMIDE
• AURORA 7115
• 2-(4-BROMO-3,5-DIMETHYLPHENOXY)-N-((N-(4-(TRIFLUOROMETHYL)PHENYL)CARBAMOYL)AMINO)ETHANAMIDE
• N1-[2-(4-CHLORO-3,5-DIMETHYLPHENOXY)-5-(TRIFLUOROMETHYL)PHENYL]-2,3,3-TRICHLOROACRYLAMIDE
• SPECS AB-131/40897143
• AURORA 3331
• 2-(4-BROMO-3,5-DIMETHYLPHENOXY)-N-(((PHENYLAMINO)THIOXOMETHYL)AMINO)ETHANAMIDE
• 3-((4-BROMO-3,5-DIMETHYLPHENOXY)METHYL)-4-PHENYL-1,2,4-TRIAZOLINE-5-THIONE