15N-labeled glyphosate synthesis and its practical effectiveness

Detalhes bibliográficos
Autor(a) principal: Tavares, Claudinéia Raquel de Oliveira
Data de Publicação: 2010
Outros Autores: Bendassolli, José Albertino, Ribeiro, Daniela Neves, Rossete, Alexssandra Luiza Rodrigues Molina
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Scientia Agrícola (Online)
Texto Completo: https://www.revistas.usp.br/sa/article/view/22555
Resumo: Glyphosate is the herbicide with the greatest participation in the world market, and it has been used intensively in agriculture for over 30 years, especially because of its relatively low cost and high effectiveness on different species. This study describes a synthesis method of glyphosate in the form of the isopropylamine salt enriched in the stable nitrogen isotope (15N). The 15N-herbicide synthesis was performed using a phosphomethylation reaction with dialkyl phosphite and 15N-glycine. The tests were conducted at a microscale and equimolar quantities. A 20% yield was obtained at the established conditions. To test the effectiveness of the synthesized glyphosate, an experiment was performed in a growth chamber with the weed Lolium multiflorum (ryegrass), which is mentioned to be effectively controlled as indicated in package inserts ofisopropylamine salt-based products (glyphosate). The experimental design was completely randomized, with four replicates, and treatments consisted of isopropylamine salt sources at the commercial dose recommended for the product (720 g a.i. ha-1). The production of green and dry phytomass of the above-ground part and roots was evaluated 21 days after application (DAA), and the treatment toxicity was evaluated 7, 14, and 21 DAA. The isopropylamine salt sources did not differ, recognizing them as useful isotopic tracers.
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spelling 15N-labeled glyphosate synthesis and its practical effectiveness Síntese do glifosato marcado com nitrogênio-15 e sua eficiência prática Lolium multiflorumsal de isopropilaminaisótopo estávelLolium multiflorumisopropylamine saltstable isotope Glyphosate is the herbicide with the greatest participation in the world market, and it has been used intensively in agriculture for over 30 years, especially because of its relatively low cost and high effectiveness on different species. This study describes a synthesis method of glyphosate in the form of the isopropylamine salt enriched in the stable nitrogen isotope (15N). The 15N-herbicide synthesis was performed using a phosphomethylation reaction with dialkyl phosphite and 15N-glycine. The tests were conducted at a microscale and equimolar quantities. A 20% yield was obtained at the established conditions. To test the effectiveness of the synthesized glyphosate, an experiment was performed in a growth chamber with the weed Lolium multiflorum (ryegrass), which is mentioned to be effectively controlled as indicated in package inserts ofisopropylamine salt-based products (glyphosate). The experimental design was completely randomized, with four replicates, and treatments consisted of isopropylamine salt sources at the commercial dose recommended for the product (720 g a.i. ha-1). The production of green and dry phytomass of the above-ground part and roots was evaluated 21 days after application (DAA), and the treatment toxicity was evaluated 7, 14, and 21 DAA. The isopropylamine salt sources did not differ, recognizing them as useful isotopic tracers. O glifosato é o herbicida de maior participação no mercado mundial, sendo utilizado intensivamente na agricultura há mais de 30 anos, principalmente devido ao custo relativamente baixo e à alta eficiência sobre diferentes espécies. Descreve-se um método para a síntese do glifosato na forma do sal isopropilamina enriquecido no isótopo estável do nitrogênio (15N). A síntese do herbicida-15N foi realizada utilizando-se da reação de fosfometilação com diaquil fosfito e glicina-15N. Os testes foram realizados em microescala e em quantidades equimolares. Foi possível obter um rendimento de 20%. Para testar a eficiência do glifosato sintetizado, realizou-se experimento em câmara de crescimento com a planta daninha Lolium multiflorum (azevém), a qual é eficazmente controlada segundo à bula dos produtos a base do sal de isopropilamina (glifosato). O delineamento experimental foi inteiramente casualizado, com quatro repetições, sendo os tratamentos provenientes de fontes de sal de isopropilamina na dose comercial recomendada do produto (720 g i.a. ha-1). Avaliou-se a produção de fitomassa fresca e seca, da parte aérea e radicular, aos 21 dias após a aplicação (DAA), e a toxicidade dos tratamentos aos 7, 14 e 21 DAA. As fontes de sal de isopropilamina empregados não diferiram, o que deverá permitir sua utilização como traçador isotópico. Universidade de São Paulo. Escola Superior de Agricultura Luiz de Queiroz2010-02-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttps://www.revistas.usp.br/sa/article/view/2255510.1590/S0103-90162010000100014Scientia Agricola; v. 67 n. 1 (2010); 96-101Scientia Agricola; Vol. 67 No. 1 (2010); 96-101Scientia Agricola; Vol. 67 Núm. 1 (2010); 96-1011678-992X0103-9016reponame:Scientia Agrícola (Online)instname:Universidade de São Paulo (USP)instacron:USPenghttps://www.revistas.usp.br/sa/article/view/22555/24579Copyright (c) 2015 Scientia Agricolainfo:eu-repo/semantics/openAccessTavares, Claudinéia Raquel de OliveiraBendassolli, José AlbertinoRibeiro, Daniela NevesRossete, Alexssandra Luiza Rodrigues Molina2015-07-07T18:50:12Zoai:revistas.usp.br:article/22555Revistahttp://revistas.usp.br/sa/indexPUBhttps://old.scielo.br/oai/scielo-oai.phpscientia@usp.br||alleoni@usp.br1678-992X0103-9016opendoar:2015-07-07T18:50:12Scientia Agrícola (Online) - Universidade de São Paulo (USP)false
dc.title.none.fl_str_mv 15N-labeled glyphosate synthesis and its practical effectiveness
Síntese do glifosato marcado com nitrogênio-15 e sua eficiência prática
title 15N-labeled glyphosate synthesis and its practical effectiveness
spellingShingle 15N-labeled glyphosate synthesis and its practical effectiveness
Tavares, Claudinéia Raquel de Oliveira
Lolium multiflorum
sal de isopropilamina
isótopo estável
Lolium multiflorum
isopropylamine salt
stable isotope
title_short 15N-labeled glyphosate synthesis and its practical effectiveness
title_full 15N-labeled glyphosate synthesis and its practical effectiveness
title_fullStr 15N-labeled glyphosate synthesis and its practical effectiveness
title_full_unstemmed 15N-labeled glyphosate synthesis and its practical effectiveness
title_sort 15N-labeled glyphosate synthesis and its practical effectiveness
author Tavares, Claudinéia Raquel de Oliveira
author_facet Tavares, Claudinéia Raquel de Oliveira
Bendassolli, José Albertino
Ribeiro, Daniela Neves
Rossete, Alexssandra Luiza Rodrigues Molina
author_role author
author2 Bendassolli, José Albertino
Ribeiro, Daniela Neves
Rossete, Alexssandra Luiza Rodrigues Molina
author2_role author
author
author
dc.contributor.author.fl_str_mv Tavares, Claudinéia Raquel de Oliveira
Bendassolli, José Albertino
Ribeiro, Daniela Neves
Rossete, Alexssandra Luiza Rodrigues Molina
dc.subject.por.fl_str_mv Lolium multiflorum
sal de isopropilamina
isótopo estável
Lolium multiflorum
isopropylamine salt
stable isotope
topic Lolium multiflorum
sal de isopropilamina
isótopo estável
Lolium multiflorum
isopropylamine salt
stable isotope
description Glyphosate is the herbicide with the greatest participation in the world market, and it has been used intensively in agriculture for over 30 years, especially because of its relatively low cost and high effectiveness on different species. This study describes a synthesis method of glyphosate in the form of the isopropylamine salt enriched in the stable nitrogen isotope (15N). The 15N-herbicide synthesis was performed using a phosphomethylation reaction with dialkyl phosphite and 15N-glycine. The tests were conducted at a microscale and equimolar quantities. A 20% yield was obtained at the established conditions. To test the effectiveness of the synthesized glyphosate, an experiment was performed in a growth chamber with the weed Lolium multiflorum (ryegrass), which is mentioned to be effectively controlled as indicated in package inserts ofisopropylamine salt-based products (glyphosate). The experimental design was completely randomized, with four replicates, and treatments consisted of isopropylamine salt sources at the commercial dose recommended for the product (720 g a.i. ha-1). The production of green and dry phytomass of the above-ground part and roots was evaluated 21 days after application (DAA), and the treatment toxicity was evaluated 7, 14, and 21 DAA. The isopropylamine salt sources did not differ, recognizing them as useful isotopic tracers.
publishDate 2010
dc.date.none.fl_str_mv 2010-02-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv https://www.revistas.usp.br/sa/article/view/22555
10.1590/S0103-90162010000100014
url https://www.revistas.usp.br/sa/article/view/22555
identifier_str_mv 10.1590/S0103-90162010000100014
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv https://www.revistas.usp.br/sa/article/view/22555/24579
dc.rights.driver.fl_str_mv Copyright (c) 2015 Scientia Agricola
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Copyright (c) 2015 Scientia Agricola
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Universidade de São Paulo. Escola Superior de Agricultura Luiz de Queiroz
publisher.none.fl_str_mv Universidade de São Paulo. Escola Superior de Agricultura Luiz de Queiroz
dc.source.none.fl_str_mv Scientia Agricola; v. 67 n. 1 (2010); 96-101
Scientia Agricola; Vol. 67 No. 1 (2010); 96-101
Scientia Agricola; Vol. 67 Núm. 1 (2010); 96-101
1678-992X
0103-9016
reponame:Scientia Agrícola (Online)
instname:Universidade de São Paulo (USP)
instacron:USP
instname_str Universidade de São Paulo (USP)
instacron_str USP
institution USP
reponame_str Scientia Agrícola (Online)
collection Scientia Agrícola (Online)
repository.name.fl_str_mv Scientia Agrícola (Online) - Universidade de São Paulo (USP)
repository.mail.fl_str_mv scientia@usp.br||alleoni@usp.br
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