| Identification | More | [Name]
3-FLUOROPYRIDINE-2-CARBOXYLIC ACID | [CAS]
152126-31-3 | [Synonyms]
3-FLUOROPICOLINIC ACID
3-FLUOROPYRIDINE-2-CARBOXYLIC ACID
3-Fluoropyridine-2-carboxylicacid98%
2-Pyridinecarboxylicacid,3-fluoro-(9CI)
3-fluropyridine-2-carboxylic acid
3-FLUOROPICOLINIC ACID/3-FLUOROPYRIDINE-2-CARBOXYLIC ACID
3-FLUOROPYRIDINE-2-CARBOXYLIC ACID HYDROCHLORIDE
3-Fluoro-2-pyridinecarboxylic acid | [Molecular Formula]
C6H4FNO2 | [MDL Number]
MFCD04114108 | [Molecular Weight]
141.1 | [MOL File]
152126-31-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
154°C | [Boiling point ]
265.2±20.0 °C(Predicted) | [density ]
1.419±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
powder | [pka]
2.71±0.10(Predicted) | [color ]
White | [InChI]
InChI=1S/C6H4FNO2/c7-4-2-1-3-8-5(4)6(9)10/h1-3H,(H,9,10) | [InChIKey]
IRERRSXDWUCFIY-UHFFFAOYSA-N | [SMILES]
C1(C(O)=O)=NC=CC=C1F | [CAS DataBase Reference]
152126-31-3(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
3-Fluoropyridine-2-carboxylic acid is mainly used as an intermediate in organic synthesis and medicinal chemistry. It is a synthetic intermediate of tridentate nitrogen ligands in pesticide molecules and transition metal catalytic reactions.
| [Synthesis]
To a diethyl ether (50 ml) solution of 1,4-diazabicyclo[2.2.2]octane (1.15 g, 10.3 mmol) was slowly added n-butyllithium (2.6 M hexane solution, 3.95 ml, 10.3 mmol) dropwise at -78 °C. The reaction mixture was stirred at -20°C for 1 hr, then a diethyl ether (30 ml) solution of 3-fluoropyridine (1.00 g, 10.29 mmol) was added dropwise at -78°C. The resulting yellow suspension was stirred at -60°C for 1 hr and subsequently cooled to -78°C and an excess of dry ice was added. The reaction solution was slowly warmed to -10°C over a period of 20 min. The precipitate was collected by filtration and the residue was washed with ether to give pure 3-fluoropyridine-2-carboxylic acid (1.20 g, 8.51 mmol, 83% yield). | [References]
[1] Tetrahedron, 1998, vol. 54, # 42, p. 12859 - 12886
[2] Patent: WO2014/82737, 2014, A1. Location in patent: Page/Page column 38 |
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