15N-labeled glyphosate synthesis and its practical effectiveness
Autor(a) principal: | |
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Data de Publicação: | 2010 |
Outros Autores: | , , |
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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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 |
_version_ |
1787713258009919488 |