Síntese verde de 1,3-diariltriazenos simétricos e assimétricos em vinagre

An adaptation on the classical synthesis methodology for 1,3-diaryltriazenes for a 4-hour experimental class has been proposed with green chemistry principles in mind by using commercial vinegar as a source for diazotization with NaNO2 and keeping the reaction workup to simple vacuum filtration. Several anilines with different substituent groups were used to evaluate how they affect the synthesis based on their electron-donating/withdrawing characteristics. The decomposition of the triazenes in acidic media was also monitored via TLC. On the overall, the reactions came up with medium to high yield and high purity. Experimental procedure, reaction mechanism and other potential discussions such as green chemistry principles and effects of electron-donating/withdrawing groups are suitable for undergraduate students.

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Main Authors: Messina,Leonardo C., Omori,Álvaro T.
Format: Digital revista
Language:Portuguese
Published: Sociedade Brasileira de Química 2021
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422021000300372
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spelling oai:scielo:S0100-404220210003003722021-05-21Síntese verde de 1,3-diariltriazenos simétricos e assimétricos em vinagreMessina,Leonardo C.Omori,Álvaro T. organic chemistry green chemistry anilines triazenes vinegar An adaptation on the classical synthesis methodology for 1,3-diaryltriazenes for a 4-hour experimental class has been proposed with green chemistry principles in mind by using commercial vinegar as a source for diazotization with NaNO2 and keeping the reaction workup to simple vacuum filtration. Several anilines with different substituent groups were used to evaluate how they affect the synthesis based on their electron-donating/withdrawing characteristics. The decomposition of the triazenes in acidic media was also monitored via TLC. On the overall, the reactions came up with medium to high yield and high purity. Experimental procedure, reaction mechanism and other potential discussions such as green chemistry principles and effects of electron-donating/withdrawing groups are suitable for undergraduate students.info:eu-repo/semantics/openAccessSociedade Brasileira de QuímicaQuímica Nova v.44 n.3 20212021-03-01info:eu-repo/semantics/articletext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422021000300372pt10.21577/0100-4042.20170655
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country Brasil
countrycode BR
component Revista
access En linea
databasecode rev-scielo-br
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region America del Sur
libraryname SciELO
language Portuguese
format Digital
author Messina,Leonardo C.
Omori,Álvaro T.
spellingShingle Messina,Leonardo C.
Omori,Álvaro T.
Síntese verde de 1,3-diariltriazenos simétricos e assimétricos em vinagre
author_facet Messina,Leonardo C.
Omori,Álvaro T.
author_sort Messina,Leonardo C.
title Síntese verde de 1,3-diariltriazenos simétricos e assimétricos em vinagre
title_short Síntese verde de 1,3-diariltriazenos simétricos e assimétricos em vinagre
title_full Síntese verde de 1,3-diariltriazenos simétricos e assimétricos em vinagre
title_fullStr Síntese verde de 1,3-diariltriazenos simétricos e assimétricos em vinagre
title_full_unstemmed Síntese verde de 1,3-diariltriazenos simétricos e assimétricos em vinagre
title_sort síntese verde de 1,3-diariltriazenos simétricos e assimétricos em vinagre
description An adaptation on the classical synthesis methodology for 1,3-diaryltriazenes for a 4-hour experimental class has been proposed with green chemistry principles in mind by using commercial vinegar as a source for diazotization with NaNO2 and keeping the reaction workup to simple vacuum filtration. Several anilines with different substituent groups were used to evaluate how they affect the synthesis based on their electron-donating/withdrawing characteristics. The decomposition of the triazenes in acidic media was also monitored via TLC. On the overall, the reactions came up with medium to high yield and high purity. Experimental procedure, reaction mechanism and other potential discussions such as green chemistry principles and effects of electron-donating/withdrawing groups are suitable for undergraduate students.
publisher Sociedade Brasileira de Química
publishDate 2021
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422021000300372
work_keys_str_mv AT messinaleonardoc sinteseverdede13diariltriazenossimetricoseassimetricosemvinagre
AT omorialvarot sinteseverdede13diariltriazenossimetricoseassimetricosemvinagre
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