Reactions of 4,5-difluoro-1,2-dinitrobenzene with amines in dimethylformamide or EtOH

M John Plater; William TA Harrison

doi:10.1177/17475198231154812

Reactions of 4,5-difluoro-1,2-dinitrobenzene with amines in dimethylformamide or EtOH

M John Plater, William TA Harrison

Chemistry

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Abstract

Substitution reactions of 1,2-difluoro-4,5-dinitrobenzene were explored in dimethylformamide alone and with KOH/H2O, Hünig?s base or Et3N and with Me2NHCl/Et3N in EtOH. The fluorine atoms were always displaced in preference to the nitro groups. Three compounds were prepared from these studies and were characterised by X-ray single crystal structure determinations.

Original language	English
Pages (from-to)	1-8
Number of pages	8
Journal	Journal of Chemical Research
Volume	47
Issue number	1
Early online date	20 Feb 2023
DOIs	https://doi.org/10.1177/17475198231154812
Publication status	Published - Feb 2023

Bibliographical note

Acknowledgments
We thank the UK EPSRC National Mass Spectrometry Service Centre for mass spectrometric data and the UK National Crystallography Centre (University of Southampton) for the X-ray data collections. MJ Plater performed all synthesis and obtained the characterisation data and WTA Harrison solved the crystallographic data sets. Data sets were obtained free of charge from the National Crystallography Centre, Southampton University

Funding
The author(s) received no financial support for the research, authorship, and/or publication of this article.

Keywords

4,5-difluoro-1,2-dinitrobenzene
fluoride
Hofmann elimination
Hünig’s base
nucleophilic substitution

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Cite this

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abstract = "Substitution reactions of 1,2-difluoro-4,5-dinitrobenzene were explored in dimethylformamide alone and with KOH/H2O, H{\"u}nig?s base or Et3N and with Me2NHCl/Et3N in EtOH. The fluorine atoms were always displaced in preference to the nitro groups. Three compounds were prepared from these studies and were characterised by X-ray single crystal structure determinations.",

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note = "Acknowledgments We thank the UK EPSRC National Mass Spectrometry Service Centre for mass spectrometric data and the UK National Crystallography Centre (University of Southampton) for the X-ray data collections. MJ Plater performed all synthesis and obtained the characterisation data and WTA Harrison solved the crystallographic data sets. Data sets were obtained free of charge from the National Crystallography Centre, Southampton University Funding The author(s) received no financial support for the research, authorship, and/or publication of this article. ",

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Reactions of 4,5-difluoro-1,2-dinitrobenzene with amines in dimethylformamide or EtOH

Abstract

Bibliographical note

Keywords

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