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4'-Bromo-3'-methylacetophenone

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4'-Bromo-3'-methylacetophenone Basic information

Product Name:
4'-Bromo-3'-methylacetophenone
Synonyms:
  • Ethanone, 1-(4-broMo-3-Methylphenyl)-
  • NSC 405623
  • 3-Methyl-4-bromoacetophenone
  • Fluralaner-003
  • 4'-BROMO-3'-METHYLACETOPHENONE
  • Fluralaner Impurity 29
  • 4'-Bromo-3'-methylacetophenone
CAS:
37074-40-1
MF:
C9H9BrO
MW:
213.07
Product Categories:
  • Aromatic Acetophenones & Derivatives (substituted)
Mol File:
37074-40-1.mol
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4'-Bromo-3'-methylacetophenone Chemical Properties

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
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
fused solid
color 
Pale lemon
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Safety Information

HS Code 
2914390090
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4'-Bromo-3'-methylacetophenone Usage And Synthesis

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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