3'-Bromo-4'-fluoroacetophenone Chemical Properties

Melting point:

52-57 °C(lit.)

Boiling point:

150°C 12mm

Density 

1.5728 (rough estimate)

refractive index 

1.5450 (estimate)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

color 

White to Orange to Green

BRN 

3088698

CAS DataBase Reference

1007-15-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29147000

MSDS

• Language:English Provider:1-(3-Bromo-4-fluorophenyl)ethan-1-one
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3'-Bromo-4'-fluoroacetophenone Usage And Synthesis

Chemical Properties

White to yellowish low melting soli

General Description

3′-Bromo-4′-fluoroacetophenone is also referred as 3-bromo-4-fluoro-acetophenone. Palladium-catalyzed amination of 3-bromo-4-fluoro-acetophenone has been reported.

Synthesis

Example A5: Synthesis of 1-(3,5-dibromo-4-fluorophenyl)ethan-1-one and 1-(3-bromo-4-fluorophenyl)ethan-1-one 69 g (0.5 mol) of 4-fluoroacetophenone was slowly added dropwise to 200.0 g (1.5 mol) of finely powdered aluminum and heated to 70 °C with stirring. The reaction temperature was maintained at 75-80 °C for 20 min, followed by the slow addition of 184 g (1.15 mol) of bromine at the same temperature over a period of 2.5 hours. After completion of the reaction, the mixture was heated to 90 °C and maintained for 3 hours. After cooling, decolorization was carried out and then the mixture was partitioned between water and tert-butyl methyl ether. The organic phase was separated to give 130 g of brownish black oil. The oily substance was separated by column chromatography on toluene, using toluene as eluent, to give a two-part product: a) 41.2 g (28% of theoretical yield) of colorless crystals with a melting point of 59-62 °C and an Rf = 0.53 (toluene). Identified by spectral analysis as 1-(3,5-dibromo-4-fluorophenyl)-1-ethanone. IR (KBr): 1685 (C=O) cm?1; MS: M? = 294/296/298 (Br?). b) 41.2 g (28% of the theoretical yield) colorless crystals, melting point 59-62 °C, Rf = 0.53 (toluene). b) 46.0 g (42% of theoretical yield) colorless crystals, melting point 52-55 °C, Rf = 0.41 (toluene). Identified by spectral analysis as 1-(3-bromo-4-fluorophenyl)-1-ethanone. IR (KBr): 1682 (C=O) cm?1; MS: M? = 216/218 (Br). c) 46.0 g (42% of theoretical yield) colorless crystals, melting point 52-55 °C, Rf = 0.41 (toluene).

References

[1] Patent: US7230001, 2007, B1. Location in patent: Page/Page column 67-68

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