2,3-Difluoropyridine-4-carboxylic acid Chemical Properties

Melting point:

159-160 °C

Boiling point:

377.4±37.0 °C(Predicted)

Density 

1.535

storage temp. 

2-8°C

solubility 

soluble in Methanol

form 

powder to crystal

pka

2.10±0.10(Predicted)

color 

White to Orange to Green

InChI

1S/C6H3F2NO2/c7-4-3(6(10)11)1-2-9-5(4)8/h1-2H,(H,10,11)

InChIKey

FFGHMEKFPCGYEG-UHFFFAOYSA-N

SMILES

OC(=O)c1ccnc(F)c1F

CAS DataBase Reference

851386-31-7

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933399990

Storage Class

11 - Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral

2,3-Difluoropyridine-4-carboxylic acid Usage And Synthesis

Uses

2,3-Difluoropyridine-4-carboxylic acid is particularly important as starting materials for agrochemicals and pharmaceuticals.

Synthesis

To a solution of n-BuLi (26.1 mL, 52.09 mmol) in THF (70 mL, Na distilled) was added N,N-diisopropylamine (7.30 mL, 52.09 mmol) and 2,3-difluoropyridine (5.00 g, 43.41 mmol) successively at -78 ??C. The resulting mixture was stirred at -78??C for 1 hour and then poured over crushed dry ice (excess). The reaction was allowed to warm up to room temperature for 1 h and after evaporation of the excess dry ice and THF, the residue was added to water (100 mL) and washed with EtOAc (2 x 50 mL). The aqueous layer was then acidified to pH 1 and extracted with EtOAc (2 x 100 mL). The combined organic extracts were dried and evaporated to give the product 2,3-difluoropyridine-4-carboxylic acid. Yield = 2.39 g, 35%.

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