Published May 2004
| Version public
Journal Article
Conformations of N,N-diethyl-β-alanine and β-alanine as a function of solvent
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1.
California Institute of Technology
Abstract
Conformational equilibria of N,N-diethyl-β-alanine were estimated from vicinal proton–proton coupling constants between the —CH_2—CH_2—group in protic and aprotic solvents of different polarities. β-Alanine was similarly studied in dimethyl sulfoxide (DMSO). In general, the results for both substances correspond fairly well with those reported earlier for β-alanine in neutral and acidic aqueous solutions. There appeared to be little conformational preference for N,N-diethyl-β-alanine in any of the solvents used, ranging from water to dichloromethane. The exception was a moderate preference (66–73%) for the trans conformer displayed by the conjugate base of N,N-diethyl-β-alanine in all of the solvents studied.
Additional Information
© 2004 John Wiley & Sons, Ltd. Received 2 October 2003; revised 16 December 2003; accepted 19 December 2003. Acknowledgment is made to the donors of the Petroleum Research Fund, administered by the American Chemical Society, for support of this research. We are also deeply indebted to the Summer Undergraduate Research Fellowship Program (SURF), the E. I. Du Pont Company, Merck and Company, Dr & Mrs Chester M. McCloskey and the Camille and Henry Dreyfus Foundation for their helpful financial assistance.Additional details
Identifiers
- Eprint ID
- 60649
- Resolver ID
- CaltechAUTHORS:20151001-101402032
Funding
- American Chemical Society Petroleum Research Fund
- Caltech Summer Undergraduate Research Fellowship (SURF)
- E. I. Du Pont Company
- Merck and Company
- Dr. and Mrs. Chester M. McCloskey
- Camille and Henry Dreyfus Foundation
Dates
- Created
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2015-11-04Created from EPrint's datestamp field
- Updated
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2021-11-10Created from EPrint's last_modified field