5-Bromo-2-fluorobenzaldehyde Chemical Properties

Melting point:

58-62°C

Boiling point:

230 °C (lit.)

Density 

1.71 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.57(lit.)

Flash point:

229 °F

storage temp. 

2-8°C

form 

powder to lump to clear liquid

Specific Gravity

1.710

color 

White or Colorless to Light yellow

Water Solubility 

INSOLUBLE

Sensitive 

Air Sensitive

BRN 

7632798

InChI

InChI=1S/C7H4BrFO/c8-6-1-2-7(9)5(3-6)4-10/h1-4H

InChIKey

MMFGGDVQLQQQRX-UHFFFAOYSA-N

SMILES

C(=O)C1=CC(Br)=CC=C1F

CAS DataBase Reference

93777-26-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29130000

MSDS

• Language:English Provider:5-Bromo-2-fluorobenzaldehyde
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

5-Bromo-2-fluorobenzaldehyde Usage And Synthesis

Chemical Properties

clear yellowish liquid after melting

Uses

5-Bromo-2-fluorobenzaldehyde is used for the preparation of benzimidazole derivatives as inhibitors of leukotriene production.

Synthesis

Example 3: In a reactor equipped with an electric stirrer, a thermometer, a dropping funnel and a condenser tube, 500 mL of aqueous sulfuric acid solution was added. Subsequently, a mixture of 167 g (1 mol) of potassium bromate and 124.1 g (1 mol) of 2-fluorobenzaldehyde was slowly added dropwise to the reaction system, the reaction temperature was maintained at 90°C, and the dropwise process continued for 2 to 3 hours. Upon completion of the reaction, 1000 mL of water was added to the system and extracted using methyl tert-butyl ether. The organic phase was subsequently washed with aqueous sodium sulfite and dried over anhydrous sodium sulfate. The dried organic phase was filtered and concentrated to remove the methyl tert-butyl ether to give a brownish red oil. Finally, the 63-65°C/3 mmHg fraction was collected by vacuum distillation to afford 178 g of the target product 5-bromo-2-fluorobenzaldehyde in 88% yield and 97% purity.

References

[1] Patent: CN105884591, 2016, A. Location in patent: Paragraph 0008; 0009; 0010; 0011

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