5-Chloro-2-fluorobenzeneacetonitrile

off-white crytalline

2-(Bromomethyl)-4-chloro-1-fluorobenzene (5.000 g, 22.371 mmol), potassium cyanide (4.369 g, 67.114 mmol) and tetrabutylammonium bromide (0.721 g, 2.237 mmol) in a mixed solution of dichloromethane (30 mL)/water (30 mL) at room temperature and stirred at the same temperature for 4 hours. The reaction mixture was poured into water and extracted with dichloromethane. The organic layer was washed with saturated sodium hydrogen carbonate aqueous solution, and water was removed with anhydrous magnesium sulfate, followed by filtration and concentration under reduced pressure. The concentrate was purified by column chromatography (SiO2, 80 g cartridge; ethyl acetate / hexane = 0percent to 20percent) and concentrated to give the title compound (3.440 g, 90.7percent) as a colorless liquid.

Molecular Weight:169.58
XLogP3:2.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:169.0094550
Monoisotopic Mass:169.0094550
Topological Polar Surface Area:23.8
Heavy Atom Count:11
Complexity:174
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes