3,5-Dicyanofluorobenzene Chemical Properties

Melting point:

109-111°C

Boiling point:

229.3±20.0 °C(Predicted)

Density 

1.27±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

form 

solid

color 

White

InChI

InChI=1S/C8H3FN2/c9-8-2-6(4-10)1-7(3-8)5-11/h1-3H

InChIKey

IJOYGTWYIUJJRU-UHFFFAOYSA-N

SMILES

C1(C#N)=CC(F)=CC(C#N)=C1

CAS DataBase Reference

453565-55-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2926907090

3,5-Dicyanofluorobenzene Usage And Synthesis

Chemical Properties

Type of white crystal

Synthesis

The general procedure for the synthesis of 3,5-dicyanofluorobenzene from 3,5-dibromofluorobenzene and cuprous cyanide was as follows: a mixture of 3,5-dibromofluorobenzene (30 g, 120 mmol) and cuprous cyanide (I) (42.1 g, 470 mmol) in N,N-dimethylformamide (DMF, 200 mL) was heated and refluxed for 16 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure and the residue was suspended with dichloromethane (DCM, 350 mL). The brown precipitate was removed by Arbocel filtration. The filtrate was concentrated by evaporation under reduced pressure and the residue was partitioned between water (50 mL) and dichloromethane (150 mL), the organic layer was separated, dried over anhydrous sodium sulfate and subsequently concentrated under reduced pressure to give a yellow solid product. The solid was dissolved in ether (400 mL), washed sequentially with water (2 x 50 mL) and saturated saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 3,5-dicyanofluorobenzene in 52% (9.2 g) yield. The melting point of the product was 98-100 °C. 1H NMR (400 MHz, CD3OD) δ: 8.29 (m, 2H), 8.36 (m, 1H).

References

[1] Patent: WO2006/67587, 2006, A2. Location in patent: Page/Page column 33

3,5-Dicyanofluorobenzene(453565-55-4)Related Product Information

• Tetrachloroterephthalonitrile
• 1,2-Difluorobenzene
• Phthalonitrile
• Benzonitrile
• p-Tolunitrile
• Florfenicol
• 4-Cyanophenol
• Chlorothalonil
• Tetrafluoroterephthalonitrile
• ETHYL 2-CYANOACRYLATE
• 1,3-Dicyanobenzene
• 1,4-Dicyanobenzene
• FENBUCONAZOLE
• 2-Chloro-3-cyanopyridine
• 4-Nitrobenzonitrile
• 1,3-Difluorobenzene
• Fipronil
• Fluorine