Abstract Reactions of 2-(4′-fluorophenyl) imidazole (1) and related compounds under various nitrating conditions are discussed. With 90% nitric acid in 20% oleum at− 10, 1 affords 2-(4′ fluorophenyl)-4 (5)-nitroimidazole (2) in 80% yield. Reaction of 2 with the same reagents at 25 affords 2-(4′-fluoro-3′-nitrophenyl)-4 (5)-nitroimidazole (4) in 90% yield, whereas with 90% nitric acid in acetic acid at 95, 2 affords 4, 5-dinitro-2-(4′- ...