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- Title
Conformational analysis of N,N,N-Trimethyl-(3,3-dimethylbutyl)ammonium iodide by NMR spectroscopy: a sterically hindered trans-standard.
- Authors
Liu, Albert Tianxiang; Nag, Mrinmoy; Carroll, William R.; Roberts, John D.
- Abstract
A predominantly trans-1,2-disubstituted ethane system - N,N,N-trimethyl-(3,3-dimethylbutyl)ammonium iodide - is of particular interest for conformational analysis, because it contains both an organic and a highly polar substituent, making it soluble and thus applicable to study in a large variety of solvents. The fraction of the trans conformer of this molecule in a wide range of protic and aprotic solvents was determined by the nuclear magnetic resonance proton couplings to be approximately 90%, in contrast to the previously assumed 100%. The consistently strong preference of the trans conformation should establish N,N,N-trimethyl-(3,3-dimethylbutyl)ammonium iodide as a possibly useful ' trans-standard' in conformational analysis, much more so than 1,2-ditert-butylethane, which has a poor solubility in many solvents. Copyright © 2013 John Wiley & Sons, Ltd.
- Subjects
CONFORMATIONAL analysis; MOLECULAR rotation; AMMONIUM compounds; IODIDES; NUCLEAR magnetic resonance spectroscopy
- Publication
Magnetic Resonance in Chemistry, 2013, Vol 51, Issue 11, p701
- ISSN
0749-1581
- Publication type
Article
- DOI
10.1002/mrc.4003