Chemical Properties
Light yellow liquid
Uses
1-Nitro-4-(trifluoromethoxy)benzene can be used to manufacture tobacco flavor.
Synthesis Reference(s)
Journal of the American Chemical Society, 109, p. 3708, 1987
DOI: 10.1021/ja00246a030
Synthesis
Potassium (4-(trifluoromethoxy)phenyl)trifluoroborate (49.4 mg, 0.25 mmol), bismuth nitrate (121.3 mg, 0.25 mmol), and anhydrous toluene (2.0 mL) were sequentially added to an oven-dried reaction tube fitted with a magnetic stirrer under argon protection. The reaction tube was placed in a microwave reactor and heated at 120 °C for 20 min. After completion of the reaction, the filtrate was filtered through a bed of diatomaceous earth with ethyl acetate (50 mL) and the filtrate was collected. The product solution was analyzed using GC-MS and subsequently concentrated by rotary evaporation and finally purified by preparative thin layer chromatography (TLC). The structure of the product was confirmed by mass spectrometry (MS), hydrogen nuclear magnetic resonance (1H NMR) and carbon nuclear magnetic resonance (13C NMR).
References
[1] Tetrahedron Letters, 2014, vol. 55, # 10, p. 1726 - 1728
