A nuclear magnetic resonance study of diethylamine hydrogen bonding

Charles S. Springer, Devon W. Meek

Research output: Contribution to journalArticle

15 Scopus citations

Abstract

The concentration dependence of the chemical shift of the diethylamine NH proton was studied both in the hydrogen-bonding solvent acetonitrile and in the nonhydrogen-bonding solvent cyclohexane. In the cyclohexane solutions the N-H-N bonds in pure diethylamine break upon dilution and the resonance position of the N-H peak changes toward higher magnetic fields, whereas in acetonitrile solutions the N-H resonance changes systematically toward lower fields as the concentration of amine decreases. Thus, the N-H group of diethylamine forms a stronger hydrogen bond with acetonitrile than with itself. Rapid exchange of the diethylamine N-H proton appears to result from trace amounts of water present in acetonitrile and cyclohexane.

Original languageEnglish (US)
Pages (from-to)481-486
Number of pages6
JournalJournal of Physical Chemistry
Volume70
Issue number2
DOIs
StatePublished - 1966

ASJC Scopus subject areas

  • Engineering(all)
  • Physical and Theoretical Chemistry

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