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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Correlation of N.M.R. chemical shifts of N-methyl protons of substituted dimethylanilines with Hammett substituent constants

ID Rae and LK Dyall

Australian Journal of Chemistry 19(5) 835 - 839
Published: 1966

Abstract

The proton magnetic resonance chemical shifts of N-methyl protons in para-substituted NN-dimethylanilines have been correlated with the Hammett ø- value of the para substituent. The correlation yields ø- values of 1.57 ± 0.09 and 0.85 ± 0.09 for the para nitroso and para 4'-dimethylaminobenzoyl substituents, respectively. The solvent shift of the N-methyl protons between chloroform and benzene solutions also fits a linear correlation with Hammett ø-, and yields ø- = 1.52 ± 0.11 for the para-nitroso substituent.

https://doi.org/10.1071/CH9660835

© CSIRO 1966

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