3-FLUORO-4-IODOBENZONITRILE Chemical Properties

Melting point:

113-117 °C

Boiling point:

268℃

Density 

1.98

Flash point:

116℃

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

color 

Light yellow to Brown

Sensitive 

Light Sensitive

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-37/38-41

Safety Statements 

26-39

WGK Germany 

3

Hazard Note 

Harmful

HazardClass 

IRRITANT, IRRITANT-HARMFUL

HS Code 

29269090

3-FLUORO-4-IODOBENZONITRILE Usage And Synthesis

Uses

3-Fluoro-4-iodobenzonitrile is a halocarbon compound, mainly used as a chemical and pharmaceutical intermediate.

Chemical Properties

Type of white crystal

Synthesis

The general procedure for the synthesis of 3-fluoro-4-iodobenzonitrile from 3-fluoro-4-aminobenzonitrile was as follows: a mixture of 4-amino-3-fluorobenzonitrile (5.0 g, 36.76 mmol) with 4-toluenesulfonic acid (20.0 g, 105.2 mmol) in acetonitrile (50 mL) was stirred for 4 hours at room temperature. Subsequently, an aqueous solution of NaNO2 (3.8 g, 55.07 mmol) and KI (9.15 g, 55.07 mmol) was slowly added at 0 °C and stirring was continued for 1 hour. After completion of the reaction, the reaction mixture was quenched with ice water, washed sequentially with aqueous NaHSO3 and extracted with EtOAc. The organic layer was washed with water and brine, dried with Na2SO4 and concentrated under reduced pressure to give 4.0 g of the target product 3-fluoro-4-iodobenzonitrile. The product was characterized by 1H NMR (300 MHz, CDCl3): δ 7.94-7.89 (t, J = 8.4 Hz, 1H), 7.34-7.32 (d, J = 7.5 Hz, 1H), 7.21-7.19 (d, J = 8.1 Hz, 1H).

References

[1] Patent: WO2016/55947, 2016, A1. Location in patent: Page/Page column 57
[2] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 23-24, p. 3766 - 3773

3-FLUORO-4-IODOBENZONITRILE(887266-99-1)Related Product Information

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