4-Bromo-2-fluorobenzaldehyde Chemical Properties

Melting point:

58-62 °C (lit.)

Boiling point:

42°C 19mm

Density 

1.6698 (rough estimate)

refractive index 

1.5700 (estimate)

Flash point:

42°C/19mm

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

color 

White to Orange to Green

Water Solubility 

INSOLUBLE

Sensitive 

Air Sensitive

BRN 

7700208

InChI

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

InChIKey

UPCARQPLANFGQJ-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

57848-46-1(CAS DataBase Reference)

NIST Chemistry Reference

2-Fluoro-4-bromobenzaldehyde(57848-46-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

37/39-26-36

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

IRRITANT, AIR SENSITIVE

HS Code 

29130000

MSDS

• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Bromo-2-fluorobenzaldehyde Usage And Synthesis

Chemical Properties

lightyellowtobeigecrystal

Uses

4-Bromo-2-fluorobenzaldehyde is used in the preparation of nigeglanine hydrobromide.

Uses

4-Bromo-2-fluorobenzaldehyde has been used in the preparation of:

• 2-functionalized aromatic monoaldehydes, via reaction with different secondary amines and phenol
• fluorostilbenes
• benzyl amine-based histamine H3 antagonist having serotonin reuptake activity
• 6-bromo-2-(4-bromo-2-fluorophenyl)-2,3-dihydro-4H-chromen-4-one

Uses

4-Bromo-2-fluorobenzaldehyde is used in the synthesis of Nigeglanine hydrobromide.

Synthesis

General procedure for the synthesis of 4-bromo-2-fluorobenzaldehyde from 4-bromo-3-fluorobenzyl alcohol: To a solution of 4-bromo-3-fluorobenzyl alcohol (7.9 g, 38.5 mmol) in dichloromethane (160.0 mL) was added sodium acetate (940 mg, 11.5 mmol) and pyridinium chlorochromate (10.8 g, 50.0 mmol) sequentially. The reaction mixture was stirred at room temperature and protected from light for 2 hours. After completion of the reaction, the mixture was diluted with ethyl acetate (1.0 L) and filtered through a diatomaceous earth pad. The filtrate was washed sequentially with aqueous sodium bicarbonate (600 mL) and water (600 mL) and subsequently dried with anhydrous sodium sulfate. After evaporation of the solvent under reduced pressure, the resulting crude product was further purified by column chromatography to afford 4-bromo-2-fluorobenzaldehyde as a white solid (5.0 g, 63% yield).

References

[1] Patent: WO2011/21209, 2011, A1. Location in patent: Page/Page column 38; 39
[2] Patent: US2012/101099, 2012, A1. Location in patent: Page/Page column 13; 14

4-Bromo-2-fluorobenzaldehyde(57848-46-1)Related Product Information

• 4'-Bromopropiophenone
• Transfluthrin
• 1,2-Difluorobenzene
• 2-Bromofluorobenzene
• Bromoxynil octanoate
• Florfenicol
• 4-Fluorobenzaldehyde
• 4-Bromobenzaldehyde
• 4-Bromo-2-fluorobenzoic acid
• 3-Bromofluorobenzene
• 3-Bromoanisole
• Bromoxynil
• 4-Bromofluorobenzene
• Bromine
• 4-Bromo-2,6-difluorobenzoic acid
• 4-BROMO-2,3,5,6-TETRAFLUOROBENZOYL CHLORIDE
• FENFLURAMINE
• 4-BROMO-2,3,5,6-TETRAFLUOROBENZOIC ACID