Synthesis, molecular structure and spectral properties of quaternary ammonium derivatives of 1,1-dimethyl-1,3-propylenediamine

Molecules. 2008 Feb 15;13(2):379-90. doi: 10.3390/molecules13020379.

Abstract

1,1-Dimethyl-3-oxo-1,4-diazepan-1-ium chloride (1) and 1,1-dimethyl-1-carboxymethyl-3-aminopropyl ammonium hydrochloride (2) have been obtained by the reactions of 1,1-dimethyl-1,3-propylenediamine with ethyl chloroacetate and chloroacetic acid, respectively. The products have been characterized by FTIR, Raman and NMR spectroscopy. B3LYP calculations have also been carried out. The screening constants for (13)C- and (1)H- atoms have been calculated by the GIAO/B3LYP/6-31G(d,p) approach and analyzed. The FTIR and NMR spectra of the investigated compounds 1 and 2 are in excellent agreement with the structures optimized by Density Functional Theory (DFT) calculations.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbon Isotopes
  • Deuterium Oxide / chemistry
  • Diamines / chemical synthesis*
  • Diamines / chemistry*
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Protons
  • Quaternary Ammonium Compounds / chemical synthesis*
  • Quaternary Ammonium Compounds / chemistry*
  • Spectroscopy, Fourier Transform Infrared

Substances

  • Carbon Isotopes
  • Diamines
  • Protons
  • Quaternary Ammonium Compounds
  • 3-dimethylaminopropylamine
  • Deuterium Oxide