Structures, molecular orbitals and UV-vis spectra investigations on methyl 1-benzyl-1H-1,2,3-triazole-4-carboxylate: a computational study.
The methyl 1-benzyl-1H-1,2,3-triazole-4-carboxylate (C11H11N3O2) has been studied by theoretically methods. The structure of this compound is optimized by density functional theory (DFT), the second-order Møller-Plesset perturbation theory (MP2) and G3 theory (G3(MP2)) levels. Our calculation results are in very good agreement with experimental values. Compared to a perfect pentagonal structure, the geometrical structures of C11H11N3O2 show a little distortion of 1,2,3-triazole ring due to the highly electronegativity of substitution groups. In addition, dipole moment and frontier molecular orbitals (FMOs) of the C11H11N3O2 are calculated as well. Because of solvent effect, the HOMO-LUMO energy gap in methanol is predicted to be smaller than in gas phase by 0.367eV. The simulated UV-vis spectra are investigated by time-dependent density functional theory (TD-DFT), and two obviously absorption features have been predicted. These two absorption features are located between 170nm and 210nm, which is in ultraviolet C range. Moreover, the UV absorption features in methanol are predicted to be more intense than in gas phase; besides, the red shift is predicted in methanol as well.
Department of Materials Science and Engineering, National Tsing Hua University, Hsinchu 30013, Taiwan. Electronic address: tsanghsiu@gmail.com.
Tsang-Hsiu
TH
Wang
Kaohsiung Municipal Sinjhuang Senior High School, Kaohsiung 81368, Taiwan.
Hsing-Yu
HY
Chu
Office of Research and Development, National United University, Miaoli 36003, Taiwan.
I-Teng
IT
Wang
D002264:Carboxylic Acids / Q000737:chemistry*; D004583:Electrons; D000432:Methanol / Q000737:chemistry; D008745:Methylation; D008958:Models, Molecular; D011789:Quantum Theory; D013056:Spectrophotometry, Ultraviolet; D014230:Triazoles / Q000737:chemistry*
D002264:Carboxylic Acids; D014230:Triazoles; D000432:Methanol
1,2,3-Triazole; DFT; TD-DFT; UV