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

Research output: Contribution to journal › Article › peer-review

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

Keywords

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

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

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.",

keywords = "4,5-difluoro-1,2-dinitrobenzene, fluoride, Hofmann elimination, H{\"u}nig{\textquoteright}s base, nucleophilic substitution",

author = "Plater, {M John} and Harrison, {William TA}",

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

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T1 - Reactions of 4,5-difluoro-1,2-dinitrobenzene with amines in dimethylformamide or EtOH

AU - Plater, M John

AU - Harrison, William TA

N1 - Funding The author(s) received no financial support for the research, authorship, and/or publication of this article.

PY - 2023/2

Y1 - 2023/2

N2 - 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.

AB - 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.

KW - 4,5-difluoro-1,2-dinitrobenzene

KW - fluoride

KW - Hofmann elimination

KW - Hünig’s base

KW - nucleophilic substitution

U2 - 10.1177/17475198231154812

DO - 10.1177/17475198231154812

M3 - Article

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JO - Journal of Chemical Research

JF - Journal of Chemical Research

SN - 0308-2342

IS - 1

ER -

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

Abstract

Keywords

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