ELECTROPHILIC AND NUCLEOPHILIC CHEMICAL REACTIVITY OF NEUTRAL AND ANIONIC FORMS OF 4-CPA, 24D-CPA, 34-CPA AND 245T-CPA THROUGH CONCEPTUAL DFT REACTIVITY DESCRIPTORS

In the present work, we have analyzed the electrophilic and nucleophilic chemical reactivity of the neutral and anionic chlorophenoxyacetic acid herbicides, 4-CPA, 24D-CPA, 34-CPA and 245T-CPA at the X/6-311++G(2d,2p) level of theory (where X= wB97XD, MPW91B1K and MP2). Chemical reactivity was analy...

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Autores principales:	MENDOZA-HUIZAR,L. H, RIOS-REYES,C.H, ÁLVAREZ-ROMERO,G.A, PALOMAR-PARDAVÉ,M.E, RAMÍREZ-SILVA,M.T
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2017
Materias:	4-CPA 24D-CPA 34-CPA 245T-CPA reactivity Fukui
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072017000100022
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spelling	oai:scielo:S0717-970720170001000222017-05-05ELECTROPHILIC AND NUCLEOPHILIC CHEMICAL REACTIVITY OF NEUTRAL AND ANIONIC FORMS OF 4-CPA, 24D-CPA, 34-CPA AND 245T-CPA THROUGH CONCEPTUAL DFT REACTIVITY DESCRIPTORSMENDOZA-HUIZAR,L. HRIOS-REYES,C.HÁLVAREZ-ROMERO,G.APALOMAR-PARDAVÉ,M.ERAMÍREZ-SILVA,M.T 4-CPA 24D-CPA 34-CPA 245T-CPA reactivity Fukui In the present work, we have analyzed the electrophilic and nucleophilic chemical reactivity of the neutral and anionic chlorophenoxyacetic acid herbicides, 4-CPA, 24D-CPA, 34-CPA and 245T-CPA at the X/6-311++G(2d,2p) level of theory (where X= wB97XD, MPW91B1K and MP2). Chemical reactivity was analyzed in the aqueous phase and employing global and local DFT reactivity descriptors. The structural parameters derived from DFT calculations are equivalent to those obtained at the MP2 level. The Fukui Function values suggest that nucleophilic attacks to the neutral and anionic forms would cause dechlorination on 24D-CPA, 34-CPA and 245T-CPA and hydrogen abstraction in 4-CPA. At pH values lower than 2.7, electrophilic attacks would cause the cleavage of the ether bond in 4-CPA, 24D-CPA and 34-CPA and dechlorination in 245T-CPA. But, at pH > 3.6, electrophiles may cleave the ether bond to start the degradation of the four CPAs.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.62 n.1 20172017-03-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072017000100022en10.4067/S0717-97072017000100022
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	4-CPA 24D-CPA 34-CPA 245T-CPA reactivity Fukui
spellingShingle	4-CPA 24D-CPA 34-CPA 245T-CPA reactivity Fukui MENDOZA-HUIZAR,L. H RIOS-REYES,C.H ÁLVAREZ-ROMERO,G.A PALOMAR-PARDAVÉ,M.E RAMÍREZ-SILVA,M.T ELECTROPHILIC AND NUCLEOPHILIC CHEMICAL REACTIVITY OF NEUTRAL AND ANIONIC FORMS OF 4-CPA, 24D-CPA, 34-CPA AND 245T-CPA THROUGH CONCEPTUAL DFT REACTIVITY DESCRIPTORS
description	In the present work, we have analyzed the electrophilic and nucleophilic chemical reactivity of the neutral and anionic chlorophenoxyacetic acid herbicides, 4-CPA, 24D-CPA, 34-CPA and 245T-CPA at the X/6-311++G(2d,2p) level of theory (where X= wB97XD, MPW91B1K and MP2). Chemical reactivity was analyzed in the aqueous phase and employing global and local DFT reactivity descriptors. The structural parameters derived from DFT calculations are equivalent to those obtained at the MP2 level. The Fukui Function values suggest that nucleophilic attacks to the neutral and anionic forms would cause dechlorination on 24D-CPA, 34-CPA and 245T-CPA and hydrogen abstraction in 4-CPA. At pH values lower than 2.7, electrophilic attacks would cause the cleavage of the ether bond in 4-CPA, 24D-CPA and 34-CPA and dechlorination in 245T-CPA. But, at pH > 3.6, electrophiles may cleave the ether bond to start the degradation of the four CPAs.
author	MENDOZA-HUIZAR,L. H RIOS-REYES,C.H ÁLVAREZ-ROMERO,G.A PALOMAR-PARDAVÉ,M.E RAMÍREZ-SILVA,M.T
author_facet	MENDOZA-HUIZAR,L. H RIOS-REYES,C.H ÁLVAREZ-ROMERO,G.A PALOMAR-PARDAVÉ,M.E RAMÍREZ-SILVA,M.T
author_sort	MENDOZA-HUIZAR,L. H
title	ELECTROPHILIC AND NUCLEOPHILIC CHEMICAL REACTIVITY OF NEUTRAL AND ANIONIC FORMS OF 4-CPA, 24D-CPA, 34-CPA AND 245T-CPA THROUGH CONCEPTUAL DFT REACTIVITY DESCRIPTORS
title_short	ELECTROPHILIC AND NUCLEOPHILIC CHEMICAL REACTIVITY OF NEUTRAL AND ANIONIC FORMS OF 4-CPA, 24D-CPA, 34-CPA AND 245T-CPA THROUGH CONCEPTUAL DFT REACTIVITY DESCRIPTORS
title_full	ELECTROPHILIC AND NUCLEOPHILIC CHEMICAL REACTIVITY OF NEUTRAL AND ANIONIC FORMS OF 4-CPA, 24D-CPA, 34-CPA AND 245T-CPA THROUGH CONCEPTUAL DFT REACTIVITY DESCRIPTORS
title_fullStr	ELECTROPHILIC AND NUCLEOPHILIC CHEMICAL REACTIVITY OF NEUTRAL AND ANIONIC FORMS OF 4-CPA, 24D-CPA, 34-CPA AND 245T-CPA THROUGH CONCEPTUAL DFT REACTIVITY DESCRIPTORS
title_full_unstemmed	ELECTROPHILIC AND NUCLEOPHILIC CHEMICAL REACTIVITY OF NEUTRAL AND ANIONIC FORMS OF 4-CPA, 24D-CPA, 34-CPA AND 245T-CPA THROUGH CONCEPTUAL DFT REACTIVITY DESCRIPTORS
title_sort	electrophilic and nucleophilic chemical reactivity of neutral and anionic forms of 4-cpa, 24d-cpa, 34-cpa and 245t-cpa through conceptual dft reactivity descriptors
publisher	Sociedad Chilena de Química
publishDate	2017
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072017000100022
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_version_	1714200908588384256

ELECTROPHILIC AND NUCLEOPHILIC CHEMICAL REACTIVITY OF NEUTRAL AND ANIONIC FORMS OF 4-CPA, 24D-CPA, 34-CPA AND 245T-CPA THROUGH CONCEPTUAL DFT REACTIVITY DESCRIPTORS

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