SPECTROSCOPIC CHARACTERIZATION, HIRSHFELD SURFACE, DFT, AND TD-DFT OF tert-BUTYL PHENETHYLCARBAMATE AND 1,1-DIMETHYL-3-PHENETHYLUREA
Abstract
Tert-butylphenethylcarbamate (1) and 1,1-dimethyl-3-phenethylurea (2) were synthesized, and their structures were confirmed by NMR, FTIR, and mass spectrometry techniques. The experimental spectroscopic data of 1 and 2 were compared with the corresponding calculated ones obtained by density functional theory (DFT) and time-dependent DFT methods, for which the hybrid functionals B3LYP, B3P86, and PBE0 combined with the 6-311++G(d,p) basis set were tested. The solvent effect was considered using the implicit model - integral equation formalism-polarizable continuum model (IEFPCM). Relatively good correlation (R2 > 90%) was obtained between the experimental and predicted spectral data. The conformational effect on the absorption maximum lmax was negligible, that is, lmax of different conformers varied by less than 0.01 nm . Hirshfeld surface analysis and electrostatic potential calculations of the closest intermolecular contacts between active atoms of 1 and 2 revealed that the closest interactions were between hydrogen atoms of 39.6 and 46.3%, respectively.
Keywords
time-dependent density functional theory,
nuclear magnetic resonance,
conformational analysis,
tert-butylphenethylcarbamate,
1,
1-dimethyl-3-phenethylurea
Supporting agencies: The authors extend their appreciation to the College of Science and Humanities Studies Research Centre and Deanship of Scientific Research at Prince Sattam bin Abdulaziz University for the funding of this research.
About the Authors
M. B. Alshammari
Department of Chemistry, College of Science and Humanities Studies in Al-Kharj, Prince Sattam Bin Abdulaziz University
Saudi Arabia
Al-Kharj 11942
Saudi Arabia
Al-Kharj 11942
E. H. Anouar
Department of Chemistry, College of Science and Humanities Studies in Al-Kharj, Prince Sattam Bin Abdulaziz University
Saudi Arabia
Al-Kharj 11942
Saudi Arabia
Al-Kharj 11942
G. A. El-Hiti
Cornea Research Chair, Department of Optometry, College of Applied Medical Sciences, King Saud University
Saudi Arabia
P.O. Box 10219, Riyadh 11433
Saudi Arabia
P.O. Box 10219, Riyadh 11433
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Review
For citations:
Alshammari M.B., Anouar E.H., El-Hiti G.A. SPECTROSCOPIC CHARACTERIZATION, HIRSHFELD SURFACE, DFT, AND TD-DFT OF tert-BUTYL PHENETHYLCARBAMATE AND 1,1-DIMETHYL-3-PHENETHYLUREA. Zhurnal Prikladnoii Spektroskopii. 2020;87(4):678(1)-678(9).
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