2-Fluoro-6-methoxybenzaldehyde Chemical Properties

Melting point:

59-63 °C (lit.)

Boiling point:

218.5±20.0 °C(Predicted)

Density 

0.807 g/mL at 25 °C

refractive index 

n20/D 1.339

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

5 wt.% in methanol

color 

White to tan

Sensitive 

Air Sensitive

CAS DataBase Reference

146137-74-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

RIDADR 

UN 1230 3/PG 2

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29130000

MSDS

• Language:English Provider:SigmaAldrich

2-Fluoro-6-methoxybenzaldehyde Usage And Synthesis

Chemical Properties

off-white crystalline

Synthesis

General procedure for the synthesis of 2-fluoro-6-methoxybenzaldehyde from m-fluoroanisole and N,N-dimethylformamide: n-butyllithium (1.6 M in hexane, 74.3 ml, 0.118 mol) was added slowly and dropwise to a solution of diisopropylamine (13.23 g, 0.130 mol) in tetrahydrofuran (50 ml) at 0 °C. After maintaining this temperature for 15 min, the reaction system was cooled to -78°C. Subsequently, a tetrahydrofuran (5 ml) solution of 3-fluoroanisole (15 g, 0.118 mol) was added and stirred at -78 °C for 1 hour. Next, N,N-dimethylformamide (6.75 ml) was added and stirring was continued at the same temperature for 1 hour. After completion of the reaction, the reaction was burst with 2N hydrochloric acid solution followed by extraction with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford the target product 2-fluoro-6-methoxybenzaldehyde as a red waxy solid (17.45 g, 95% yield), which could be used in subsequent steps without further purification.

References

[1] Patent: US2012/289496, 2012, A1. Location in patent: Page/Page column 100
[2] Chemistry - A European Journal, 2015, vol. 21, # 29, p. 10322 - 10325
[3] Tetrahedron Letters, 1992, vol. 33, # 49, p. 7499 - 7502
[4] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 12, p. 2998 - 3001
[5] Patent: WO2012/151525, 2012, A1. Location in patent: Page/Page column 100; 101

2-Fluoro-6-methoxybenzaldehyde(146137-74-8)Related Product Information

• 2,4-Dimethoxybenzaldehyde
• 2,3-Dimethoxybenzaldehyde
• 2,6-Dimethoxybenzaldehyde
• 3-Methoxybenzaldehyde
• Anisole
• (Trifluoromethoxy)benzene
• Veratraldehyde
• 4-Dimethylaminobenzaldehyde
• 3-(Trifluoromethyl)benzaldehyde
• p-Anisaldehyde
• Benzaldehyde
• 4-(Trifluoromethyl)benzaldehyde
• 4-Hydroxybenzaldehyde
• 4-(Trifluoromethoxy)aniline
• 2,5-Dimethoxybenzaldehyde
• 3,5-Dimethoxybenzaldehyde
• Fluorine
• 2'-FLUORO-6'-METHOXYACETOPHENONE