2-FLUORO-5-(TRIFLUOROMETHOXY)BENZALDEHYDE Chemical Properties

Boiling point:

200℃

Density 

1.428

Flash point:

73℃

refractive index 

1.4430

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

liquid

color 

Clear, colourless

Water Solubility 

Slightly miscible with water.

Sensitive 

Air Sensitive

CAS DataBase Reference

886497-81-0

Safety Information

HS Code 

2913000090

2-FLUORO-5-(TRIFLUOROMETHOXY)BENZALDEHYDE Usage And Synthesis

Uses

2-Fluoro-5-(trifluoromethoxy)benzaldehyde is used as a precursor for organic synthesis. It is also used as a pharmaceutical intermediate.

Synthesis

Example 49 3-Trifluoromethoxy-10-methyl-9H-imidazo[1,5-a][1,2,4]triazolo[1,5-d][1,4]benzodiazepine  was synthesized as follows: a) Preparation of 2-fluoro-5-(trifluoromethoxy)benzaldehyde: 1-fluoro-4-(trifluoromethoxy)benzene (21.0 g, 117 mmol) was dissolved in tetrahydrofuran (THF, 233 mL) under dry conditions, and cooled to 4°C. A hexane solution of n-butyllithium (n-BuLi) was slowly added and the reaction temperature was kept below 10°C. The reaction mixture was ether The reaction mixture was extracted with ethyl ether and the organic phases were combined, washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. After concentration under reduced pressure, it was purified by silica gel column chromatography (eluent: heptane/ethyl acetate=100:0 to 80:2) to obtain 2-fluoro-5-(trifluoromethoxy)benzaldehyde (11.0 g, yield 53%) as a light yellow oil. 1H-NMR (300 MHz, DMSO-d6): δ=7.60 (t, J=9.2 Hz, 1H), 7.75-7.85 (m, 2H), 10.20 (s, 1H).

References

[1] Patent: US2006/128691, 2006, A1. Location in patent: Page/Page column 23-24

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