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Isomeric equilibria of 1-Methylamino-2-nitroethene

✍ Scribed by L. Kozerski; P. Krajewski; E. Bednarek


Publisher
John Wiley and Sons
Year
1995
Tongue
English
Weight
287 KB
Volume
33
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

The solvent and concentration dependence of the isomeric equilibria of 1‐methylamino‐2‐niroethene were studied by ^1^H and ^13^C NMR spectroscopy. The results are used for clarification of the controversy regarding the content of the E form in CDCI~3~ solution, correcting an earlier suggestion concerning the stereochemical assignments around the C‐1N bond in the E form and verification of the values of the olefinic one bond proton—carbon spin—spin coupling constants, ^1^J(C,H), reported recently. An unambiguous means of assigning the stereochemistry around the C‐1N bond in the E isomer is suggested, based on using the complementary information from ^3^J(C‐2,NH) and ^3^J(H‐1,NH), in addition to the ^3^J(Me,H‐1) vicinal coupling constant.


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