MICROWAVE-ASSISTED SYNTHESIS AND PKA DETERMINATION OF UMBELLIFERONE: AN EXPERIMENT FOR THE UNDERGRADUATE ORGANIC CHEMISTRY LABORATORY

Detalhes bibliográficos
Autor(a) principal: Pereira,Thiago M.
Data de Publicação: 2018
Outros Autores: Franco,Daiana F. P., Vitório,Felipe, Amaral,Ronaldo C., Ponzoni,Aparecida C., Kümmerle,Arthur E.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Química Nova (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422018001001205
Resumo: A synthetic procedure for obtaining the fluorescent coumarin umbelliferone (7-hydroxycoumarin) and its spectral parameters were fully developed aiming at an undergraduate organic chemistry laboratory class. Umbelliferone is traditionally prepared via Pechmann condensation using malic acid, resorcinol and sulfuric acid as catalyst. The use of domestic microwave oven and the absence of solvent allow our methodology to be simple, fast and easy applied in obtaining umbelliferone at organic chemistry laboratory being greener than classical techniques of synthesis. In this class the student will learn how to measure the potency of a microwave oven, the applicability of this kind of irradiation in the organic synthesis of fluorescent compounds and how to determine the pKa of an organic compound through an UV/VIS spectrometric analysis. These experiments were designed to be suitable for a second and third year undergraduate curriculum.
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spelling MICROWAVE-ASSISTED SYNTHESIS AND PKA DETERMINATION OF UMBELLIFERONE: AN EXPERIMENT FOR THE UNDERGRADUATE ORGANIC CHEMISTRY LABORATORYumbelliferonemicrowavesynthesisundergraduatepKaA synthetic procedure for obtaining the fluorescent coumarin umbelliferone (7-hydroxycoumarin) and its spectral parameters were fully developed aiming at an undergraduate organic chemistry laboratory class. Umbelliferone is traditionally prepared via Pechmann condensation using malic acid, resorcinol and sulfuric acid as catalyst. The use of domestic microwave oven and the absence of solvent allow our methodology to be simple, fast and easy applied in obtaining umbelliferone at organic chemistry laboratory being greener than classical techniques of synthesis. In this class the student will learn how to measure the potency of a microwave oven, the applicability of this kind of irradiation in the organic synthesis of fluorescent compounds and how to determine the pKa of an organic compound through an UV/VIS spectrometric analysis. These experiments were designed to be suitable for a second and third year undergraduate curriculum.Sociedade Brasileira de Química2018-12-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422018001001205Química Nova v.41 n.10 2018reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0100-4042.20170262info:eu-repo/semantics/openAccessPereira,Thiago M.Franco,Daiana F. P.Vitório,FelipeAmaral,Ronaldo C.Ponzoni,Aparecida C.Kümmerle,Arthur E.eng2018-12-03T00:00:00Zoai:scielo:S0100-40422018001001205Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2018-12-03T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv MICROWAVE-ASSISTED SYNTHESIS AND PKA DETERMINATION OF UMBELLIFERONE: AN EXPERIMENT FOR THE UNDERGRADUATE ORGANIC CHEMISTRY LABORATORY
title MICROWAVE-ASSISTED SYNTHESIS AND PKA DETERMINATION OF UMBELLIFERONE: AN EXPERIMENT FOR THE UNDERGRADUATE ORGANIC CHEMISTRY LABORATORY
spellingShingle MICROWAVE-ASSISTED SYNTHESIS AND PKA DETERMINATION OF UMBELLIFERONE: AN EXPERIMENT FOR THE UNDERGRADUATE ORGANIC CHEMISTRY LABORATORY
Pereira,Thiago M.
umbelliferone
microwave
synthesis
undergraduate
pKa
title_short MICROWAVE-ASSISTED SYNTHESIS AND PKA DETERMINATION OF UMBELLIFERONE: AN EXPERIMENT FOR THE UNDERGRADUATE ORGANIC CHEMISTRY LABORATORY
title_full MICROWAVE-ASSISTED SYNTHESIS AND PKA DETERMINATION OF UMBELLIFERONE: AN EXPERIMENT FOR THE UNDERGRADUATE ORGANIC CHEMISTRY LABORATORY
title_fullStr MICROWAVE-ASSISTED SYNTHESIS AND PKA DETERMINATION OF UMBELLIFERONE: AN EXPERIMENT FOR THE UNDERGRADUATE ORGANIC CHEMISTRY LABORATORY
title_full_unstemmed MICROWAVE-ASSISTED SYNTHESIS AND PKA DETERMINATION OF UMBELLIFERONE: AN EXPERIMENT FOR THE UNDERGRADUATE ORGANIC CHEMISTRY LABORATORY
title_sort MICROWAVE-ASSISTED SYNTHESIS AND PKA DETERMINATION OF UMBELLIFERONE: AN EXPERIMENT FOR THE UNDERGRADUATE ORGANIC CHEMISTRY LABORATORY
author Pereira,Thiago M.
author_facet Pereira,Thiago M.
Franco,Daiana F. P.
Vitório,Felipe
Amaral,Ronaldo C.
Ponzoni,Aparecida C.
Kümmerle,Arthur E.
author_role author
author2 Franco,Daiana F. P.
Vitório,Felipe
Amaral,Ronaldo C.
Ponzoni,Aparecida C.
Kümmerle,Arthur E.
author2_role author
author
author
author
author
dc.contributor.author.fl_str_mv Pereira,Thiago M.
Franco,Daiana F. P.
Vitório,Felipe
Amaral,Ronaldo C.
Ponzoni,Aparecida C.
Kümmerle,Arthur E.
dc.subject.por.fl_str_mv umbelliferone
microwave
synthesis
undergraduate
pKa
topic umbelliferone
microwave
synthesis
undergraduate
pKa
description A synthetic procedure for obtaining the fluorescent coumarin umbelliferone (7-hydroxycoumarin) and its spectral parameters were fully developed aiming at an undergraduate organic chemistry laboratory class. Umbelliferone is traditionally prepared via Pechmann condensation using malic acid, resorcinol and sulfuric acid as catalyst. The use of domestic microwave oven and the absence of solvent allow our methodology to be simple, fast and easy applied in obtaining umbelliferone at organic chemistry laboratory being greener than classical techniques of synthesis. In this class the student will learn how to measure the potency of a microwave oven, the applicability of this kind of irradiation in the organic synthesis of fluorescent compounds and how to determine the pKa of an organic compound through an UV/VIS spectrometric analysis. These experiments were designed to be suitable for a second and third year undergraduate curriculum.
publishDate 2018
dc.date.none.fl_str_mv 2018-12-01
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=S0100-40422018001001205
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422018001001205
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.21577/0100-4042.20170262
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 Química Nova v.41 n.10 2018
reponame:Química Nova (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Química Nova (Online)
collection Química Nova (Online)
repository.name.fl_str_mv Química Nova (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv quimicanova@sbq.org.br
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