2-FLUORO-5-METHOXYBENZALDEHYDE Chemical Properties

Melting point:

48-50 °C

Boiling point:

229-230 °C (lit.)

Density 

1.237 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.532(lit.)

Flash point:

226 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to lump to clear liquid

color 

White or Colorless to Yellow

Water Solubility 

Slightly soluble in water.

Sensitive 

Air Sensitive

BRN 

4379088

InChI

InChI=1S/C8H7FO2/c1-11-7-2-3-8(9)6(4-7)5-10/h2-5H,1H3

InChIKey

DKIQXHIAEMGZGO-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

105728-90-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29130000

MSDS

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

2-FLUORO-5-METHOXYBENZALDEHYDE Usage And Synthesis

Chemical Properties

clear yellow liquid

Uses

2-Fluoro-5-methoxybenzaldehyde may be used in the synthesis of:

• 5,10,15,20-tetrakis(2-fluoro-5-methoxyphenyl)porphyrin
• aryl(2-fluoro-5-methoxyphenyl)methanones
• 5′-methoxy-4-nitro-2,2′,5-trifluorobenzophenone
• 2-(2-fluoro-5-methoxybenzylidene)-1-(5-bromo-2-morpholinopyrimidin-4-yl) hydrazine

General Description

2-Fluoro-5-methoxybenzaldehyde can be prepared starting from 2-amino-5-methoxytoluene.

Synthesis

1. In a dry reaction flask, 20 g of 4-fluoroanisole was dissolved in 230 ml of anhydrous tetrahydrofuran. 2. The reaction system was cooled to -78 °C. 3. 130 ml of 2.5 M n-butyllithium tetrahydrofuran solution was added dropwise, the temperature was maintained at -78 °C, and the reaction was stirred for 2 h. 4. N,N-dimethylformamide was added to the reaction system, which was then allowed to warm naturally to room temperature. 5. Stirring continued overnight at room temperature. 6. The reaction was allowed to warm naturally to room temperature. 5. Stirring was continued at room temperature overnight. 6. After completion of the reaction, the reaction was quenched by the addition of 1 N hydrochloric acid. 7. The reaction mixture was extracted with ethyl acetate, and the organic phases were combined. 8. The organic phases were dried with anhydrous sodium sulfate, filtered, and then concentrated to afford 17 g of 2-fluoro-5-methoxybenzaldehyde. 9. The reaction was continued at room temperature for 2 hours. 10.

References

[1] Tetrahedron Letters, 1992, vol. 33, # 49, p. 7499 - 7502
[2] Patent: CN107778264, 2018, A. Location in patent: Paragraph 0025; 0026
[3] Patent: CN107698535, 2018, A. Location in patent: Paragraph 0024; 0025; 0026
[4] Patent: CN108129415, 2018, A. Location in patent: Paragraph 0024-0026

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