| Identification | Back Directory | [Name]
4'-Bromo-3'-methylacetophenone | [CAS]
37074-40-1 | [Synonyms]
NSC 405623
Fluralaner-003
3-Methyl-4-bromoacetophenone
Ethanone, 1-(4-broMo-3-Methylphenyl)- | [Molecular Formula]
C9H9BrO | [MDL Number]
MFCD00045017 | [MOL File]
37074-40-1.mol | [Molecular Weight]
213.07 |
| Chemical Properties | Back Directory | [Melting point ]
31-32 °C | [Boiling point ]
157-159 °C(Press: 19 Torr) | [density ]
1.388±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature |
| Hazard Information | Back Directory | [Uses]
4'-Bromo-3'-methylacetophenone is a versatile building block that is used in the synthesis of many complex compounds. It can be used as a reactant, reagent, or speciality chemical. | [Synthesis]
A solution of 4-bromo-3-methylbenzaldehyde (4 g, 20 mmol) in dry tetrahydrofuran (40 mL) was cooled to 0°C under nitrogen atmosphere, and then methyl magnesium bromide (20 mL, 1N in tetrahydrofuran) was added dropwise. The ice bath was removed, and the mixture was stirred for 2 hours. Ammonium chloride aqueous (40 mL) was added and the mixture was extracted with dichloromethane (20 mL * 3). The organic phase was dried by sodium sulphate, filtered and concentrated to give a residue. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate = 5:1) to give 1-(4-bromo-3-methylphenyl)ethanol. Colorless oil, yield 4.0 g, 93%. Pyridinium chlorochromate (48 g, 223 mmol) was added to a solution of 1-(4-bromo-3-methylphenyl)ethanol (31.9 g, 148 mmol) in dichloromethane (800 mL). The mixture was stirred at room temperature for 2 hours. The mixture was concentrated to give a residue. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate = 25:1) to give 4'-Bromo-3'-methylacetophenone. Yield 27.3 g, 87%.
Figure Synthesis of 4'-Bromo-3'-methylacetophenone
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