| Identification | Back Directory | [Name]
3-Cyano-5-fluorobenzoic acid | [CAS]
327056-74-6 | [Synonyms]
3-CYANO-5-FLUOROBENZOIC ACID
3-Carboxy-5-fluorobenzonitrile
Benzoic acid, 3-cyano-5-fluoro-
3-Cyano-5-fluorobenzoic acid 98%
Benzoic acid, 3-cyano-5-fluoro- (9CI)
3-CYANO-5-FLUOROBENZOIC ACID, 98% MIN. | [Molecular Formula]
C8H4FNO2 | [MDL Number]
MFCD05663717 | [MOL File]
327056-74-6.mol | [Molecular Weight]
165.12 |
| Chemical Properties | Back Directory | [Melting point ]
172-173°C | [Boiling point ]
317.0±27.0 °C(Predicted) | [density ]
1.42±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
3.30±0.10(Predicted) | [Appearance]
Off-white to light yellow Solid | [Sensitive ]
Air Sensitive |
| Hazard Information | Back Directory | [Uses]
3-Cyano-5-fluorobenzoic Acid is an intermediate used to prepare arylbenzamides as negative allosteric modulators of mGlu5R. | [Synthesis]
The general procedure for the synthesis of 3-cyano-5-fluorobenzoic acid from methyl 3-chloro-5-cyanobenzoate was as follows: the crude methyl 3-chloro-5-cyanobenzoate was dissolved in 350 mL of methanol at room temperature, 45 mL of 4N sodium hydroxide solution (180 mmol) was added, and the reaction was carried out for 4 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was dissolved in ethyl acetate and the organic phase was washed with 5% aqueous hydrochloric acid and saturated saline in turn. Finally, it was purified by silica gel column chromatography to afford 7.0 g (54% yield) of the target product 3-cyano-5-fluorobenzoic acid. | [References]
[1] Patent: US2003/55085, 2003, A1 |
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