Aggregation of 2-aminobenzimidazole--a combined experimental and theoretical investigation

Chemphyschem. 2011 Jun 20;12(9):1747-55. doi: 10.1002/cphc.201100002. Epub 2011 May 12.

Abstract

An investigation of 2-aminobenzimidazole was carried out by calculations at HF, MP2, and DFT levels of theory and also by UV and IR spectroscopy. The quantum chemical calculations predict a full shift of the equilibrium towards the amino form, but the absorption spectra in different solvents distinctly show a two-component equilibrium system. Examination of possible equilibria in solution shows that an equilibrium between two dimeric forms of the amino tautomer of 2-aminobenzimidazole explains the spectral observations.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzimidazoles / chemistry*
  • Dimerization
  • Molecular Structure
  • Quantum Theory
  • Solvents
  • Spectrum Analysis
  • Thermodynamics

Substances

  • Benzimidazoles
  • Solvents
  • 2-aminobenzimidazole