50428-20-1Relevant academic research and scientific papers
Determination of aromaticity indices of thiophene and furan by nuclear magnetic resonance spectroscopic analysis of their anilides
Lee, Chang Kiu,Yu, Ji Sook,Ji, Young Ran
, p. 1219 - 1227 (2007/10/03)
A series of m- and p-substituted anilides of benzoic acid, 2-thienoic acid, and 2-furoic acid were prepared and their 1H and 13C nmr spectroscopic characteristics were examined. In general, good correlations were observed between the chemical shifts of proton and carbon signals of the acyl aromatic rings and the Hammett σ. Plots of the chemical shift values of the carbonyl carbons of the benzanilides against those of the 2-thienamides and 2-furamides gave an excellent correlation and the values of the slopes are 0.79 and 0.52, respectively, in dimethyl sulfoxide-d6. The slopes could be considered as a set of aromaticity index.
ELCTRON IMPACT MASS SPECTRA OF SOME 2',3'-, AND 4'-SUBSTITUTED THIOPHENE-2- AND 3-CARBOXANILIDES
Barbieri, Cristina Lea,Ceraulo, Leopoldo,Maria, Paolo De,Fontana, Antonella,Spinelli, Domenico,Zuppiroli, Luca
, p. 975 - 984 (2007/10/02)
The electron impact mass spectra (EI/MS) of 2- and 3-carboxanilides are dominated by the peak due to the corresponding thenoyl cations formed by cleavage of the C-N amide bond.This reaction is not affected by the polar effect of the substituents present in the phenyl ring.Most of the 2'-substituted derivatives undergo a cyclisation reaction with ejection of the substituent.In addition, for 2'-methyl and 2'-ethyl derivatives of both series of thiophene anilides a cryptic "ortho"-effect was suggested as responsible of the charge retention in the aniline moiety.
