3-Chloro-2-fluorobenzaldehyde Chemical Properties

Boiling point:

214 °C (lit.)

Density 

1.35 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.545(lit.)

Flash point:

186 °F

storage temp. 

Inert atmosphere,2-8°C

form 

clear liquid

color 

Light orange to Yellow to Green

Sensitive 

Air Sensitive

BRN 

5861249

InChI

InChI=1S/C7H4ClFO/c8-6-3-1-2-5(4-10)7(6)9/h1-4H

InChIKey

YAOZCMANASAVFN-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

85070-48-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-36-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29130000

MSDS

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

3-Chloro-2-fluorobenzaldehyde Usage And Synthesis

Chemical Properties

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Uses

3-Chloro-2-fluorobenzaldehyde is an intermediate used to synthesize small-molecule inhibitors of MDM2-p53 interaction as antitumor agents. It is also used to prepare flavonoid derivatives as selective neuromedin U 2 receptor agonists for obesity treatment.

General Description

3-Chloro-2-fluorobenzaldehyde is a fluorinated benzaldehyde derivative.

Synthesis

36.3 g of sodium bicarbonate and 500 g of dichloromethane were added to a 1 L four-necked flask, followed by 0.5 g of TOMO as a catalyst. The reaction mixture was cooled to 0 to 5°C with stirring. To this cooled mixture was slowly added a mixed solution of 50 g of (3-chloro-2-fluorophenyl)methanol and 100 g of dichloromethane. Next, 230 g of sodium hypochlorite solution was added slowly and dropwise. The reaction mixture was held at 0 to 5°C for 1 hour. The progress of the reaction was monitored by sampling and the reaction was stopped when the content of raw (3-chloro-2-fluorophenyl)methanol was ≤ 1%. After completion of the reaction, the mixture was left to stratify. The organic layer (dichloromethane layer) was separated and the dichloromethane was recovered by simple distillation. Finally, vacuum distillation of the remaining oil layer gave 46.1 g of 3-chloro-2-fluorobenzaldehyde with 97.5% product purity and 91% yield.

References

[1] Patent: CN104529729, 2016, B. Location in patent: Paragraph 0087; 0088

3-Chloro-2-fluorobenzaldehyde(85070-48-0)Related Product Information

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• 3-CHLORO-2,4-DIFLUOROBENZOYL CHLORIDE
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• 3-CHLORO-2,6-DIFLUOROBENZOIC ACID
• 3-Chloro-2,4,5-trifluorobenzoic acid
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• 3-CHLORO-2,6-DIFLUOROBENZOYL CHLORIDE
• 3-CHLORO-2,6-DIFLUOROBENZALDEHYDE
• 3-CHLORO-2-FLUOROBENZAMIDE
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