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399-00-8

399-00-8 Structure

399-00-8 Structure
IdentificationBack Directory
[Name]

5-BROMO-4-FLUORO-2-HYDROXY-BENZALDEHYDE
[CAS]

399-00-8
[Synonyms]

5-Bromo-4-fluorosalicylaldehyde
4-Fluoro-5-bromo-2-hydroxybenzaldehyde
5-BROMO-4-FLUORO-2-HYDROXY-BENZALDEHYDE
Benzaldehyde, 5-bromo-4-fluoro-2-hydroxy-
5-Bromo-4-fluoro-2-hydroxybenzaldehyde 98%
[Molecular Formula]

C7H4BrFO2
[MDL Number]

MFCD06739493
[MOL File]

399-00-8.mol
[Molecular Weight]

219.01
Chemical PropertiesBack Directory
[Melting point ]

81 °C
[Boiling point ]

256.6±35.0 °C(Predicted)
[density ]

1.826±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

6.62±0.23(Predicted)
[Appearance]

Light yellow to pink Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2913000090
Spectrum DetailBack Directory
[Spectrum Detail]

5-BROMO-4-FLUORO-2-HYDROXY-BENZALDEHYDE(399-00-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

4-FLUORO-2-HYDROXYBENZALDEHYDE

348-28-7

5-BROMO-4-FLUORO-2-HYDROXY-BENZALDEHYDE

399-00-8

The general procedure for the synthesis of 5-bromo-4-fluoro-2-hydroxybenzaldehyde using 4-fluoro-2-hydroxybenzaldehyde as starting material was as follows: a solution of bromine (14.1 g, 88.3 mmol) dissolved in chloroform (25 mL) was added slowly and dropwise over a period of 10 min to a solution of chloroform (68 mL) containing 4-fluoro-2-hydroxybenzaldehyde (13.6 g, 97.1 mmol) in a round bottomed flask. The reaction mixture was stirred at room temperature for 16 hours and then the same amount of bromine (14.1 g) was added. Stirring was continued at room temperature for 24 hours. Upon completion of the reaction, the mixture was washed twice with 30% aqueous sodium thiosulfate to remove the color, followed by washing with water and drying the organic layer with anhydrous sodium sulfate. Finally, the organic phase was concentrated by decompression to afford the target product 5-bromo-4-fluoro-2-hydroxybenzaldehyde (21.3 g, 100% yield).

[References]

[1] Patent: WO2012/40641, 2012, A2. Location in patent: Page/Page column 135; 136
[2] Journal of Medicinal Chemistry, 2004, vol. 47, # 12, p. 3163 - 3179
[3] Patent: US6642222, 2003, B2
[4] Patent: US6593335, 2003, B1
[5] Patent: WO2013/91096, 2013, A1. Location in patent: Page/Page column 37
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