Derivatives of Cardanol through the Ene Reaction with Diethyl Azodicarboxylate

Detalhes bibliográficos
Autor(a) principal: Biswas,Atanu
Data de Publicação: 2016
Outros Autores: Alves,Carlucio R., Trevisan,Maria T. S., Berfield,Janet, Furtado,Roselayne F., Liu,Zengshe, Cheng,Huai N.
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=S0103-50532016000601078
Resumo: Cardanol is an alkyl/alkenyl phenolic material obtained from cashew nut shell liquid (CNSL), which is a byproduct of cashew nut processing. In an effort to develop new uses, cardanol was derivatized for the first time with diethyl azodicarboxylate (DEAD) through the ene reaction. The reaction was facile and required only the application of heat without a catalyst. Both conventional heating and microwave heating were shown to be effective; the latter entailed much shorter reaction time and substantial energy savings. The reaction product (a hydrazino-ester derivative of cardanol) was characterized by nuclear magnetic resonance (NMR). The product increased in viscosity with time and may be useful as a viscosifier in oil-based commercial formulations and as a synthon for further organic reactions.
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spelling Derivatives of Cardanol through the Ene Reaction with Diethyl Azodicarboxylatecardanolcashew nut shell liquiddiethyl azodicarboxylateene reactionCardanol is an alkyl/alkenyl phenolic material obtained from cashew nut shell liquid (CNSL), which is a byproduct of cashew nut processing. In an effort to develop new uses, cardanol was derivatized for the first time with diethyl azodicarboxylate (DEAD) through the ene reaction. The reaction was facile and required only the application of heat without a catalyst. Both conventional heating and microwave heating were shown to be effective; the latter entailed much shorter reaction time and substantial energy savings. The reaction product (a hydrazino-ester derivative of cardanol) was characterized by nuclear magnetic resonance (NMR). The product increased in viscosity with time and may be useful as a viscosifier in oil-based commercial formulations and as a synthon for further organic reactions.Sociedade Brasileira de Química2016-06-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532016000601078Journal of the Brazilian Chemical Society v.27 n.6 2016reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.5935/0103-5053.20160003info:eu-repo/semantics/openAccessBiswas,AtanuAlves,Carlucio R.Trevisan,Maria T. S.Berfield,JanetFurtado,Roselayne F.Liu,ZengsheCheng,Huai N.eng2016-06-21T00:00:00Zoai:scielo:S0103-50532016000601078Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2016-06-21T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Derivatives of Cardanol through the Ene Reaction with Diethyl Azodicarboxylate
title Derivatives of Cardanol through the Ene Reaction with Diethyl Azodicarboxylate
spellingShingle Derivatives of Cardanol through the Ene Reaction with Diethyl Azodicarboxylate
Biswas,Atanu
cardanol
cashew nut shell liquid
diethyl azodicarboxylate
ene reaction
title_short Derivatives of Cardanol through the Ene Reaction with Diethyl Azodicarboxylate
title_full Derivatives of Cardanol through the Ene Reaction with Diethyl Azodicarboxylate
title_fullStr Derivatives of Cardanol through the Ene Reaction with Diethyl Azodicarboxylate
title_full_unstemmed Derivatives of Cardanol through the Ene Reaction with Diethyl Azodicarboxylate
title_sort Derivatives of Cardanol through the Ene Reaction with Diethyl Azodicarboxylate
author Biswas,Atanu
author_facet Biswas,Atanu
Alves,Carlucio R.
Trevisan,Maria T. S.
Berfield,Janet
Furtado,Roselayne F.
Liu,Zengshe
Cheng,Huai N.
author_role author
author2 Alves,Carlucio R.
Trevisan,Maria T. S.
Berfield,Janet
Furtado,Roselayne F.
Liu,Zengshe
Cheng,Huai N.
author2_role author
author
author
author
author
author
dc.contributor.author.fl_str_mv Biswas,Atanu
Alves,Carlucio R.
Trevisan,Maria T. S.
Berfield,Janet
Furtado,Roselayne F.
Liu,Zengshe
Cheng,Huai N.
dc.subject.por.fl_str_mv cardanol
cashew nut shell liquid
diethyl azodicarboxylate
ene reaction
topic cardanol
cashew nut shell liquid
diethyl azodicarboxylate
ene reaction
description Cardanol is an alkyl/alkenyl phenolic material obtained from cashew nut shell liquid (CNSL), which is a byproduct of cashew nut processing. In an effort to develop new uses, cardanol was derivatized for the first time with diethyl azodicarboxylate (DEAD) through the ene reaction. The reaction was facile and required only the application of heat without a catalyst. Both conventional heating and microwave heating were shown to be effective; the latter entailed much shorter reaction time and substantial energy savings. The reaction product (a hydrazino-ester derivative of cardanol) was characterized by nuclear magnetic resonance (NMR). The product increased in viscosity with time and may be useful as a viscosifier in oil-based commercial formulations and as a synthon for further organic reactions.
publishDate 2016
dc.date.none.fl_str_mv 2016-06-01
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=S0103-50532016000601078
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532016000601078
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.5935/0103-5053.20160003
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.27 n.6 2016
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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