5-Methyl-4-[3-(2-oxopyrrolidin-1-yl)propyl]-2,4-dihydro-3H-1,2,4-triazol-3-one: Synthesis, Characterization, and DFT Study


Suleymanoglu N., Ustabas R., Unver Y., Alpaslan Y. B.

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, cilt.55, ss.1929-1935, 2019 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 55 Konu: 12
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1134/s1070428019120200
  • Dergi Adı: RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
  • Sayfa Sayıları: ss.1929-1935

Özet

5-Methyl-4-(3-(2-oxopyrrolidin-1-yl)propyl)-2,4-dihydro-3H-1,2,4-triazol-3-one was synthesized and characterized by X-ray, FTIR and NMR spectroscopic techniques. The molecular geometry and spectral parameters of the title compound were also computed by the DFT/B3LYP/6-311++G(d,p) method, and the theoretical data showed a good agreement with the experimental ones. The differences between the theoretical and experimental IR and NMR spectra supported the presence of inter- and intramolecular C-H center dot center dot center dot O and intermolecular N-H center dot center dot center dot O hydrogen bonds, which were revealed by X-ray analysis. Nonlinear optical (NLO) properties of the title compound were analyzed by the DFT/B3LYP/6-311++G(d,p) method by calculating the mean polarizability (alpha) and first-order hyperpolarizability values (beta) (alpha = 22.0746454x10(-24), beta = 10.1110649x10(-31) esu). As compared with the corresponding data for urea (alpha = 4.9067x10(-24), beta = 7.8782x10(-31) esu), these values suggest promising NLO properties.