Infrared spectra of cyclic and non-cyclic ureas in solution: Structures and interactions

Eugenia I. Harnagea, Paul W. Jagodzinski

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

Infrared spectra of 1,3-dimethyl-2-imidazolidinone, 2-imidazolidinone, 1,1,3,3-tetramethylurea, 1,3-dimethylurea, and 1,1-dimethylurea have been collected in a variety of solvents. When the C=O stretching frequencies for the molecules in a common solvent were recorded, higher frequencies were found for the cyclic ureas as compared to the non-cyclic ureas. When data were analyzed within each class of urea derivatives, it was found that an increase in the number of methyl groups present on the nitrogen atoms contributed to a decrease in the C=O stretching frequency values. The frequencies of the C=O stretching modes have been correlated with the electron accepting ability of each solvent (represented by Gutmann electron acceptor numbers). The urea derivatives in the studied series exhibit similar behavior with respect to changing solvent environment despite the differences that exist among the ureas. These observations have been interpreted in terms of the structural characteristics of the ureas.

Original languageEnglish (US)
Pages (from-to)169-175
Number of pages7
JournalVibrational Spectroscopy
Volume10
Issue number2
DOIs
StatePublished - Jan 1996
Externally publishedYes

Keywords

  • Carbonyl group
  • Electron acceptor number
  • Hydrogen bonding
  • Infrared spectrometry
  • Solvent effect
  • Ureas

ASJC Scopus subject areas

  • Spectroscopy

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