2,2-Difluorobenzodioxole-5-carboxylic acid Chemical Properties

Melting point:

178

Boiling point:

266.1±40.0 °C(Predicted)

Density 

1.66±0.1 g/cm3(Predicted)

storage temp. 

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

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

4.01±0.40(Predicted)

color 

White to Off-White

CAS DataBase Reference

656-46-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36

Hazard Note 

Irritant

HS Code 

2932990090

MSDS

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2,2-Difluorobenzodioxole-5-carboxylic acid Usage And Synthesis

Synthesis

The general procedure for the synthesis of 2,2-difluoro-1,3-benzodioxole-5-carboxylic acid from methyl 2,2-difluorobenzo[d][1,3]dioxole-5-carboxylate is as follows: Step 2. A solution of methyl 2,2-difluorobenzo[d][1,3]dioxole-5-carboxylate (1.4 g, 6.48 mmol) and sodium hydroxide (830 mg, 20.75 mmol) in methanol (30 ml) was stirred at room temperature overnight. After completion of the reaction, the reaction mixture was concentrated under vacuum and subsequently dissolved in water (20 ml). The pH of the aqueous solution was adjusted to 3 with 3N HCl, at which point a precipitate was produced. The precipitate was collected by filtration to afford 2,2-difluorobenzo[d][1,3]dioxole-5-carboxylic acid as a white solid (1.2 g, 92% yield). Product characterization data: 1H-NMR (300 MHz, DMSO) δ 13.23 (s, 1H, COOH), 7.85 (s, 1H, Ar-H), 7.53 (d, J=1.5 Hz, 1H, Ar-H), 7.53 (d, J=9.0 Hz, 1H, Ar-H).

References

[1] Patent: US2012/277224, 2012, A1. Location in patent: Page/Page column 26

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