Electrochemical amination of para-chloroaniline

The process of cation-radical amination of para-chloroaniline using hydroxylamine and the Ti(IV)/Ti(III) mediator system was studied in aqueous solutions of 9–17 M H2SO4. The substitution products in these media are 4-chloro-1,3-, 4-chloro-1,2-phenylenediamines, as well as para-phenylene­diamine. An...

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Main Author: Yu.A. Lisitsyn
Format: Article
Language:English
Published: Kazan Federal University 2019-06-01
Series:Учёные записки Казанского университета: Серия Естественные науки
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Online Access:https://kpfu.ru/uz-eng-ns-2019-2-3.html
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author Yu.A. Lisitsyn
author_facet Yu.A. Lisitsyn
author_sort Yu.A. Lisitsyn
collection DOAJ
description The process of cation-radical amination of para-chloroaniline using hydroxylamine and the Ti(IV)/Ti(III) mediator system was studied in aqueous solutions of 9–17 M H2SO4. The substitution products in these media are 4-chloro-1,3-, 4-chloro-1,2-phenylenediamines, as well as para-phenylene­diamine. An increase in the acid concentration was accompanied by a raise in the overall efficiency of the electrochemical process with a decrease in the current yields of the last two diamino compounds. In 17 M H2SO4, the yield and mass fraction of 4-chloro-1,3-phenylenediamine reached 75.2 and 99.7%, respectively.
format Article
id doaj-art-606e29a27ace4d19a5d2da6d84ed7673
institution Kabale University
issn 2542-064X
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language English
publishDate 2019-06-01
publisher Kazan Federal University
record_format Article
series Учёные записки Казанского университета: Серия Естественные науки
spelling doaj-art-606e29a27ace4d19a5d2da6d84ed76732025-01-03T00:34:02ZengKazan Federal UniversityУчёные записки Казанского университета: Серия Естественные науки2542-064X2500-218X2019-06-01161222223010.26907/2542-064X.2019.2.222-230Electrochemical amination of para-chloroanilineYu.A. Lisitsyn0Kazan Federal University, Kazan, 420008 RussiaThe process of cation-radical amination of para-chloroaniline using hydroxylamine and the Ti(IV)/Ti(III) mediator system was studied in aqueous solutions of 9–17 M H2SO4. The substitution products in these media are 4-chloro-1,3-, 4-chloro-1,2-phenylenediamines, as well as para-phenylene­diamine. An increase in the acid concentration was accompanied by a raise in the overall efficiency of the electrochemical process with a decrease in the current yields of the last two diamino compounds. In 17 M H2SO4, the yield and mass fraction of 4-chloro-1,3-phenylenediamine reached 75.2 and 99.7%, respectively.https://kpfu.ru/uz-eng-ns-2019-2-3.htmlcathodeti(iv)/ti(iii) mediator systemhydroxylaminepara-chloroanilinecation–radical aromatic substitution4-chloro-13-phenylenediamine
spellingShingle Yu.A. Lisitsyn
Electrochemical amination of para-chloroaniline
Учёные записки Казанского университета: Серия Естественные науки
cathode
ti(iv)/ti(iii) mediator system
hydroxylamine
para-chloroaniline
cation–radical aromatic substitution
4-chloro-1
3-phenylenediamine
title Electrochemical amination of para-chloroaniline
title_full Electrochemical amination of para-chloroaniline
title_fullStr Electrochemical amination of para-chloroaniline
title_full_unstemmed Electrochemical amination of para-chloroaniline
title_short Electrochemical amination of para-chloroaniline
title_sort electrochemical amination of para chloroaniline
topic cathode
ti(iv)/ti(iii) mediator system
hydroxylamine
para-chloroaniline
cation–radical aromatic substitution
4-chloro-1
3-phenylenediamine
url https://kpfu.ru/uz-eng-ns-2019-2-3.html
work_keys_str_mv AT yualisitsyn electrochemicalaminationofparachloroaniline