3-(Difluoromethoxy)benzaldehyde Chemical Properties

Boiling point:

80-90°C/0.3mm

Density 

1.300

refractive index 

n20/D 1.496(lit.)

Flash point:

107 °C

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

form 

liquid

color 

Colourless to light yellow

Sensitive 

Air Sensitive

CAS DataBase Reference

85684-61-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

HazardClass 

IRRITANT

HS Code 

2913000090

3-(Difluoromethoxy)benzaldehyde Usage And Synthesis

Synthesis

A solution was prepared in DMF (75 mL) with sodium chlorodifluoroacetate (12.48 g, 82 mmol) and m-hydroxybenzaldehyde (5.00 g, 40.9 mmol). The solution was added dropwise to a solution of DMF (25 mL) containing potassium carbonate (8.49 g, 61.4 mmol) over a period of 3 hours, and the reaction temperature was maintained at 95 °C. After the dropwise addition, the reaction continued to be stirred at 95 °C for 2 hours. After completion of the reaction, the reaction mixture was cooled to room temperature. The reaction mixture was diluted with deionized water (100 mL) and subsequently extracted with ethyl acetate (4 x 50 mL). The organic phases were combined, washed with 10% (w/v) aqueous lithium chloride (3 x 25 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product. Purification by fast column chromatography (eluent: 15% ethyl acetate/hexane) afforded 3-(difluoromethoxy)benzaldehyde (2.50 g, 14.52 mmol, 36% yield) as a yellow oil. The nuclear magnetic resonance (NMR) spectrum of the product was consistent with the expected structure.

References

[1] Patent: WO2014/127042, 2014, A1. Location in patent: Paragraph 0471

3-(Difluoromethoxy)benzaldehyde(85684-61-3)Related Product Information

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• 2,4-Dimethoxybenzaldehyde
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• 3-(TRIFLUOROMETHOXY)BENZAMIDE