Methyl 2-cyano-5-fluorobenzoate Chemical Properties

Boiling point:

303.3±32.0 °C(Predicted)

Density 

1.27±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

Appearance

Brown to black Solid

InChI

InChI=1S/C9H6FNO2/c1-13-9(12)8-4-7(10)3-2-6(8)5-11/h2-4H,1H3

InChIKey

CVFHFKWDNDKBOV-UHFFFAOYSA-N

SMILES

C(OC)(=O)C1=CC(F)=CC=C1C#N

Safety Information

HS Code 

2916399090

Methyl 2-cyano-5-fluorobenzoate Usage And Synthesis

Synthesis

(b) Synthesis of methyl 2-cyano-5-fluorobenzoate; Methyl 2-bromo-5-fluorobenzoate (3.0 g, 12.87 mmol; see step (a) above) was dissolved in anhydrous DMF (18 mL). Subsequently, degassing was carried out by passing N2 gas into the solution for 5 min. The reaction mixture was again degassed by adding cuprous(I) cyanide (2.3 g, 25.74 mmol) and then reacted under reflux conditions for 90 min. After completion of the reaction, 10% aqueous NaCN was added and the mixture was extracted with dichloromethane (DCM). The DCM phase was dried by a phase separator and the solvent was subsequently removed under vacuum. The crude product was dissolved in toluene and washed once with deionized water. The organic phase was dried with anhydrous magnesium sulfate (MgSO4) and filtered. Finally, the solvent was removed under vacuum to afford the crude methyl 2-cyano-5-fluorobenzoate (77% yield), which could be used in subsequent steps without further purification.1H NMR (500 MHz, CDCl3) δ 4.04 (s, 3H), 7.38 (dt, 1H), 7.82-7.87 (m, 2H).

References

[1] Patent: WO2005/75424, 2005, A1. Location in patent: Page/Page column 114-115

Methyl 2-cyano-5-fluorobenzoate(606080-43-7)Related Product Information

• Methyl dihydrojasmonate
• Methyl salicylate
• 2-cyano-5-methyl-benzoic acid methyl ester
• H6XDI