Thermal decomposition of ethylenediaminetetraacetic acid in the presence of 1,2-phenylenediamine and hydrochloric acid

Detalhes bibliográficos
Autor(a) principal: Chen,Jingwen
Data de Publicação: 2006
Outros Autores: Gao,Jinhao, Wang,Xiaoyong
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532006000500010
Resumo: Based on the reaction products of ethylenediaminetetraacetic acid (EDTA) with 1,2-phenylenediamine (o-PDA), a novel thermal decomposition pathway of EDTA is proposed. The strong acidic medium and the presence of o-PDA facilitate the decomposition of EDTA as evidenced by the relatively lower reaction temperature. In addition to the steps described in literatures, rearrangement process is involved in the decomposition reaction. The rearranged intermediates condense with o-PDA, forming an unexpected biologically active compound 2,2,4-trimethyl-3H-5-hydro-1,5-benzodiazepine, thus provides the possibility to explore an alternative decomposition mechanism for this widely used chelator.
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spelling Thermal decomposition of ethylenediaminetetraacetic acid in the presence of 1,2-phenylenediamine and hydrochloric acidethylenediaminetetraacetic acidheterocyclereaction mechanismthermal decompositionthermochemistryBased on the reaction products of ethylenediaminetetraacetic acid (EDTA) with 1,2-phenylenediamine (o-PDA), a novel thermal decomposition pathway of EDTA is proposed. The strong acidic medium and the presence of o-PDA facilitate the decomposition of EDTA as evidenced by the relatively lower reaction temperature. In addition to the steps described in literatures, rearrangement process is involved in the decomposition reaction. The rearranged intermediates condense with o-PDA, forming an unexpected biologically active compound 2,2,4-trimethyl-3H-5-hydro-1,5-benzodiazepine, thus provides the possibility to explore an alternative decomposition mechanism for this widely used chelator.Sociedade Brasileira de Química2006-10-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532006000500010Journal of the Brazilian Chemical Society v.17 n.5 2006reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532006000500010info:eu-repo/semantics/openAccessChen,JingwenGao,JinhaoWang,Xiaoyongeng2006-12-01T00:00:00Zoai:scielo:S0103-50532006000500010Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2006-12-01T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Thermal decomposition of ethylenediaminetetraacetic acid in the presence of 1,2-phenylenediamine and hydrochloric acid
title Thermal decomposition of ethylenediaminetetraacetic acid in the presence of 1,2-phenylenediamine and hydrochloric acid
spellingShingle Thermal decomposition of ethylenediaminetetraacetic acid in the presence of 1,2-phenylenediamine and hydrochloric acid
Chen,Jingwen
ethylenediaminetetraacetic acid
heterocycle
reaction mechanism
thermal decomposition
thermochemistry
title_short Thermal decomposition of ethylenediaminetetraacetic acid in the presence of 1,2-phenylenediamine and hydrochloric acid
title_full Thermal decomposition of ethylenediaminetetraacetic acid in the presence of 1,2-phenylenediamine and hydrochloric acid
title_fullStr Thermal decomposition of ethylenediaminetetraacetic acid in the presence of 1,2-phenylenediamine and hydrochloric acid
title_full_unstemmed Thermal decomposition of ethylenediaminetetraacetic acid in the presence of 1,2-phenylenediamine and hydrochloric acid
title_sort Thermal decomposition of ethylenediaminetetraacetic acid in the presence of 1,2-phenylenediamine and hydrochloric acid
author Chen,Jingwen
author_facet Chen,Jingwen
Gao,Jinhao
Wang,Xiaoyong
author_role author
author2 Gao,Jinhao
Wang,Xiaoyong
author2_role author
author
dc.contributor.author.fl_str_mv Chen,Jingwen
Gao,Jinhao
Wang,Xiaoyong
dc.subject.por.fl_str_mv ethylenediaminetetraacetic acid
heterocycle
reaction mechanism
thermal decomposition
thermochemistry
topic ethylenediaminetetraacetic acid
heterocycle
reaction mechanism
thermal decomposition
thermochemistry
description Based on the reaction products of ethylenediaminetetraacetic acid (EDTA) with 1,2-phenylenediamine (o-PDA), a novel thermal decomposition pathway of EDTA is proposed. The strong acidic medium and the presence of o-PDA facilitate the decomposition of EDTA as evidenced by the relatively lower reaction temperature. In addition to the steps described in literatures, rearrangement process is involved in the decomposition reaction. The rearranged intermediates condense with o-PDA, forming an unexpected biologically active compound 2,2,4-trimethyl-3H-5-hydro-1,5-benzodiazepine, thus provides the possibility to explore an alternative decomposition mechanism for this widely used chelator.
publishDate 2006
dc.date.none.fl_str_mv 2006-10-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532006000500010
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532006000500010
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532006000500010
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Journal of the Brazilian Chemical Society v.17 n.5 2006
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Journal of the Brazilian Chemical Society (Online)
collection Journal of the Brazilian Chemical Society (Online)
repository.name.fl_str_mv Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv ||office@jbcs.sbq.org.br
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