Vibrational spectroscopic investigation of 1-pyrrolidino-1-cyclohexene: a comparative density functional study

Spectrochim Acta A Mol Biomol Spectrosc. 2013 Sep:113:1-9. doi: 10.1016/j.saa.2013.04.100. Epub 2013 May 6.

Abstract

Infrared and Raman spectra of 1-pyrrolidino-1-cyclohexene (1pych) have experimentally been reported in the region of 4000-100 cm(-1). The conformational analysis, optimized geometric parameters, normal mode frequencies and corresponding vibrational assignments of 1pych (C10H17N) have theoretically been examined by means of the Becke-3-Lee-Yang-Parr (B3-LYP) density functional theory (DFT) method together with the 6-31++G(d,p) basis set. Furthermore, reliable vibrational assignments have been made the basis of potential energy distribution (PED) and the thermodynamics functions, highest occupied and lowest unoccupied molecular orbitals (HOMO and LUMO) of 1pych have been predicted. Angular distribution of the probability density of populations of its conformational isomers is determined by analysis of the potential energy surface (PES). Comparison between the experimental and theoretical results indicates that B3-LYP method is provides satisfactory results for the prediction vibrational wavenumbers and structural parameters and the mixture of envelope and twist conformers is supposed to be the most stable form of 1pych.

Keywords: 1-Pyrrolidino-1-cyclohexene; DFT; PED; PES; Vibrational spectra.

Publication types

  • Comparative Study

MeSH terms

  • Cyclohexenes / chemistry*
  • Models, Molecular*
  • Molecular Conformation
  • Pyrrolidines / chemistry*
  • Quantum Theory*
  • Spectroscopy, Fourier Transform Infrared
  • Spectrum Analysis, Raman*
  • Thermodynamics
  • Vibration*

Substances

  • 1-pyrrolidino-1-cyclohexene
  • Cyclohexenes
  • Pyrrolidines
  • cyclohexene