Vibrational, Electronic, and Structural Properties of 6‑Nitro- and 6‑Amino-2-Trifluoromethylchromone: An Experimental and Theoretical Study

• Published in: The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment, & general theory Molecules, spectroscopy, kinetics, environment, & general theory, 2013-03, Vol.117 (10), p.2169-2180
• Main Authors: Avendaño Jiménez, L. P, Echeverría, G. A, Piro, O. E, Ulic, S. E, Jios, J. L
• Format: Article
• Language: English
• Subjects: Atomic and molecular physics; Calculations and mathematical techniques in atomic and molecular physics (excluding electron correlation calculations); Density-functional theory; Diffraction; Electronic spectra; Electronic structure of atoms, molecules and their ions: theory; Electronics; Exact sciences and technology; Mathematical analysis; Nuclear magnetic resonance; Physics; Rings (mathematics); Spectrometry; Spectroscopy
• ISSN: 1089-5639; 1520-5215
• DOI: 10.1021/jp312683s

Two 2-trifluoromethylchromones, 6-nitro-2-trifluoromethylchromone (1) and 6-amino-2-trifluoromethylchromone (2) were synthesized and characterized by NMR (1H, 13C, and 19F), UV–vis, vibrational (IR and Raman) spectroscopy, MS spectrometry, and compound 1 also by single structural X-ray diffraction methods. This substance crystallizes in the monoclinic P21/c space group with Z = 4 molecules per unit cell. In the solid, the fused rings and the amino group of 1 are coplanar and the trifluoromethyl group adopts a nearly staggered conformation. The NMR, vibrational, and electronic spectra were discussed and assigned with the assistance of DFT calculations.