Absolute Configurations and Enantiomeric Compositions of 2-Methyl-1-butanol and 2-Methyl-1-pentanol by ¹H-NMR Spectrometry of their Diastereomeric Valine Esters

Detalhes bibliográficos
Autor(a) principal: Andrade,Francisco A.C.
Data de Publicação: 1998
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=S0103-50531998000100015
Resumo: L-valine is examined as a derivatizing agent for the stereochemical analysis of 2-methyl-1-butanol and 2-methyl-1-pentanol, by ¹H-NMR spectrometry. Racemization does not occur during derivatization. It is shown that the chemical shift differences of these epimeric esters are useful for the assignment of the configuration and for the determination of the enantiomeric composition of the primary chiral alcohols from which they were prepared.
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spelling Absolute Configurations and Enantiomeric Compositions of 2-Methyl-1-butanol and 2-Methyl-1-pentanol by ¹H-NMR Spectrometry of their Diastereomeric Valine Estersabsolute configurationoptical puritychiral primary alcoholNMRL-valine is examined as a derivatizing agent for the stereochemical analysis of 2-methyl-1-butanol and 2-methyl-1-pentanol, by ¹H-NMR spectrometry. Racemization does not occur during derivatization. It is shown that the chemical shift differences of these epimeric esters are useful for the assignment of the configuration and for the determination of the enantiomeric composition of the primary chiral alcohols from which they were prepared.Sociedade Brasileira de Química1998-02-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531998000100015Journal of the Brazilian Chemical Society v.9 n.1 1998reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50531998000100015info:eu-repo/semantics/openAccessAndrade,Francisco A.C.eng2008-03-17T00:00:00Zoai:scielo:S0103-50531998000100015Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2008-03-17T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Absolute Configurations and Enantiomeric Compositions of 2-Methyl-1-butanol and 2-Methyl-1-pentanol by ¹H-NMR Spectrometry of their Diastereomeric Valine Esters
title Absolute Configurations and Enantiomeric Compositions of 2-Methyl-1-butanol and 2-Methyl-1-pentanol by ¹H-NMR Spectrometry of their Diastereomeric Valine Esters
spellingShingle Absolute Configurations and Enantiomeric Compositions of 2-Methyl-1-butanol and 2-Methyl-1-pentanol by ¹H-NMR Spectrometry of their Diastereomeric Valine Esters
Andrade,Francisco A.C.
absolute configuration
optical purity
chiral primary alcohol
NMR
title_short Absolute Configurations and Enantiomeric Compositions of 2-Methyl-1-butanol and 2-Methyl-1-pentanol by ¹H-NMR Spectrometry of their Diastereomeric Valine Esters
title_full Absolute Configurations and Enantiomeric Compositions of 2-Methyl-1-butanol and 2-Methyl-1-pentanol by ¹H-NMR Spectrometry of their Diastereomeric Valine Esters
title_fullStr Absolute Configurations and Enantiomeric Compositions of 2-Methyl-1-butanol and 2-Methyl-1-pentanol by ¹H-NMR Spectrometry of their Diastereomeric Valine Esters
title_full_unstemmed Absolute Configurations and Enantiomeric Compositions of 2-Methyl-1-butanol and 2-Methyl-1-pentanol by ¹H-NMR Spectrometry of their Diastereomeric Valine Esters
title_sort Absolute Configurations and Enantiomeric Compositions of 2-Methyl-1-butanol and 2-Methyl-1-pentanol by ¹H-NMR Spectrometry of their Diastereomeric Valine Esters
author Andrade,Francisco A.C.
author_facet Andrade,Francisco A.C.
author_role author
dc.contributor.author.fl_str_mv Andrade,Francisco A.C.
dc.subject.por.fl_str_mv absolute configuration
optical purity
chiral primary alcohol
NMR
topic absolute configuration
optical purity
chiral primary alcohol
NMR
description L-valine is examined as a derivatizing agent for the stereochemical analysis of 2-methyl-1-butanol and 2-methyl-1-pentanol, by ¹H-NMR spectrometry. Racemization does not occur during derivatization. It is shown that the chemical shift differences of these epimeric esters are useful for the assignment of the configuration and for the determination of the enantiomeric composition of the primary chiral alcohols from which they were prepared.
publishDate 1998
dc.date.none.fl_str_mv 1998-02-01
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=S0103-50531998000100015
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531998000100015
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50531998000100015
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.9 n.1 1998
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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