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1H- and 13C-NMR studies of N-acetyl-L-alanine methylester and N-acetyl-L-alanine methylamide. I. Self-association

✍ Scribed by Tetsuo Asakura; Masaru Kamio; Atsuo Nishioka


Publisher
Wiley (John Wiley & Sons)
Year
1979
Tongue
English
Weight
483 KB
Volume
18
Category
Article
ISSN
0006-3525

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✦ Synopsis


Abstract

The ^1^H‐ and ^13^C‐NMR spectra of N‐acetyl‐L‐alanine methylester and N‐acetyl‐L‐alanine methylamide were measured to examine the modes of self‐association of these molecules in solution. The different dilution shifts between these molecules seem to correspond to the difference in the associated state for each molecule. Consequently, for the former molecule, a dimer model forming the intermolecular hydrogen bond through Ala NH hydrogen atom in one molecule to Ala CO oxygen atom in another molecule was proposed. Another dimer model, which coincides with that proposed recently by Neel and coworkers, was proposed for the latter molecule. This second dimer model forms an intermolecular hydrogen bond through the NH of the N‐methylamide group in one molecule to the acetyl CO in another molecule.


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