2-Bromo-6-fluorobenzonitrile
2-Bromo-6-fluorobenzonitrile Basic information
- Product Name:
- 2-Bromo-6-fluorobenzonitrile
- Synonyms:
-
- 6-BROMO-2-FLUOROBENZONITRILE
- 2-FLUORO-6-BROMOBENZONITRILE
- 2-BROMO-6-FLUOROBENZONITRILE
- 2-Cyano-3-Fluoro-1-broMobenzene
- 3-bromo-2-cyanofluorobenzene
- 2- fluoro-6-bromoxynil
- 2-Bromo-6-fluorobenzotrile
- 2-Bromo-6-fluorobenzonitrile >
- CAS:
- 79544-27-7
- MF:
- C7H3BrFN
- MW:
- 200.01
- Product Categories:
-
- Fluorine series
- cyanide| alkyl bromide| alkyl Fluorine
- Aromatic Nitriles
- Nitrile
- C6 to C7
- Cyanides/Nitriles
- Nitrogen Compounds
- Mol File:
- 79544-27-7.mol
2-Bromo-6-fluorobenzonitrile Chemical Properties
- Melting point:
- 60-61
- Boiling point:
- 254.6±25.0 °C(Predicted)
- Density
- 1.69±0.1 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- form
- Solid
- color
- White to brown
- InChIKey
- IELGUZKHALDFOO-UHFFFAOYSA-N
- CAS DataBase Reference
- 79544-27-7(CAS DataBase Reference)
Safety Information
- Hazard Codes
- T,Xi,Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 26
- WGK Germany
- 3
- Hazard Note
- Toxic
- HazardClass
- IRRITANT-HARMFUL
- HazardClass
- 6.1
- HS Code
- 2926907090
2-Bromo-6-fluorobenzonitrile Usage And Synthesis
Chemical Properties
Off-white crystalline
Uses
2-Bromo-6-fluorobenzonitrile is used as an initial raw material in the synthesis of 2-bromo-6-fluorobenzoic acid.
Synthesis
2-Amino-6-fluorobenzonitrile (18.0 g, 132 mmol) was dissolved in hot 1,4-dioxane (20 ml), 48% hydrobromic acid (200 ml) was added and the mixture cooled to 0°C before dropwise addition of sodium nitrite (10.5 g, 152 mmol) in water (20 ml) over 1.5 h. The resulting mixture was stirred at 0°C for 1.5 h then poured onto a cooled (0°C) solution of copper(I) bromide (56.8 g, 396 mmol) in 48% hydrobromic acid (50 ml). The solution was stirred at 0°C for 15 min then heated at 50°C for 20 min. The mixture was cooled to ambient temperature, diluted with water (1200 ml) and extracted with ethyl acetate (2 x 400 ml). The combined organics were washed with 10% aqueous ammonia solution (400 ml), water (400 ml) and brine (500 ml), dried over anhydrous magnesium sulfate, filtered and evaporated to give an orange oil. Purification by chromatography on silica 5 gel eluting with isohexane on a gradient of ethyl acetate (2-4%) gave 2-bromo-6-fluorobenzonitrile. White solid, yield (18.5 g, 70%). δH (400 MHz, CDCl3) 7.17-7.23 (1H, ddd, J 8, 8 and 1), 7.44-7.52 (2H, m).
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