2004•Dyestuffs and colorationRequires access
Nitration of 3-Fluorotoluene
Defeng Zhao
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Abstract
5-Fluoro-2-nitro-toluene was prepared from 3-fluorotoluene by three nitration processes: (1) nitration with mixed acid of HNO3-H2SO4 (in solvent, 36.2ml concentrated sulfuric acid, 14.8ml concentrated nitric acid, 0-5 V., 90g 3-fluorotoluene) giving a selectivity of 59.8% for 5-fluoro-2-nitro-toluene; (2) with mixed acid of 68%HNO3-H3PO4 (28.0ml 68% nitric acid, 0-51:, 35g polyphosphoric acid, 16.5g 3-fluorotoluene) giving a selectivity of 80.0%; (3) with concentrated nitric acid (96.5ml concentrated nitric acid, 200g 3-fluorotoluene, 50-55 ℃, 8 hours, distilled under vacuum) giving a selectivity of 79.9%. The product was characterized by 1H-NMR and IR.