Thermal Decomposition of Diphenyl Tetroxane in Chlorobenzene Solution

Autores
Bordón, Alexander Germán; Pila, Andrea Natalia; Profeta, Mariela Inés; Jorge, María J.; Jorge, Lilian Cristina; Romero, Jorge Marcelo; Jorge, Nelly Lidia
Año de publicación
2019
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The thermal decomposition of Cyclic Diperoxide of Benzaldehyde 3,6-diphenyl-1,2,4,5-tetroxane, (DFT) in chlorobenzene solution in the studied temperature range (130°C - 166°C) satisfactorily satisfies a first order law up to 60% conversions of diperoxide. DFT would decompose through a mechanism in stages and initiated by the homolytic breakdown of one of the peroxidic bonds of the molecule, with the formation of the corresponding intermediate biradical. The concentration studied was very low, so that the effects of secondary reactions of decomposition induced by free radicals originated in the reaction medium can be considered minimal or negligible. The activation parameters for the unimolecular thermal decomposition reaction of the DFT are ΔH# = 30.52 ± 0.3 kcal·mol-1 and ΔS# = -6.38 ± 0.6 cal·mol-1 K-1. The support for a step-by-step mechanism instead of a process concerted is made by comparison with the theoretically calculated activation energy for the thermal decomposition of 1,2,4,5-tetroxane.
Fil: Bordón, Alexander Germán. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; Argentina
Fil: Pila, Andrea Natalia. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste. Instituto de Modelado e Innovación Tecnológica. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas Naturales y Agrimensura. Instituto de Modelado e Innovación Tecnológica; Argentina
Fil: Profeta, Mariela Inés. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; Argentina
Fil: Jorge, María J.. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; Argentina
Fil: Jorge, Lilian Cristina. Universidad Nacional del Nordeste. Facultad de Ciencias Veterinarias; Argentina
Fil: Romero, Jorge Marcelo. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; Argentina
Fil: Jorge, Nelly Lidia. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; Argentina
Materia
DFT
THERMAL DESCOMPOSITION
CHLOROBENZENE
MECHANISM
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/105822
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/105822
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Thermal Decomposition of Diphenyl Tetroxane in Chlorobenzene SolutionBordón, Alexander GermánPila, Andrea NataliaProfeta, Mariela InésJorge, María J.Jorge, Lilian CristinaRomero, Jorge MarceloJorge, Nelly LidiaDFTTHERMAL DESCOMPOSITIONCHLOROBENZENEMECHANISMhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The thermal decomposition of Cyclic Diperoxide of Benzaldehyde 3,6-diphenyl-1,2,4,5-tetroxane, (DFT) in chlorobenzene solution in the studied temperature range (130°C - 166°C) satisfactorily satisfies a first order law up to 60% conversions of diperoxide. DFT would decompose through a mechanism in stages and initiated by the homolytic breakdown of one of the peroxidic bonds of the molecule, with the formation of the corresponding intermediate biradical. The concentration studied was very low, so that the effects of secondary reactions of decomposition induced by free radicals originated in the reaction medium can be considered minimal or negligible. The activation parameters for the unimolecular thermal decomposition reaction of the DFT are ΔH# = 30.52 ± 0.3 kcal·mol-1 and ΔS# = -6.38 ± 0.6 cal·mol-1 K-1. The support for a step-by-step mechanism instead of a process concerted is made by comparison with the theoretically calculated activation energy for the thermal decomposition of 1,2,4,5-tetroxane.Fil: Bordón, Alexander Germán. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; ArgentinaFil: Pila, Andrea Natalia. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste. Instituto de Modelado e Innovación Tecnológica. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas Naturales y Agrimensura. Instituto de Modelado e Innovación Tecnológica; ArgentinaFil: Profeta, Mariela Inés. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; ArgentinaFil: Jorge, María J.. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; ArgentinaFil: Jorge, Lilian Cristina. Universidad Nacional del Nordeste. Facultad de Ciencias Veterinarias; ArgentinaFil: Romero, Jorge Marcelo. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; ArgentinaFil: Jorge, Nelly Lidia. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; ArgentinaScientific Research Publishing Inc.2019-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/105822Bordón, Alexander Germán; Pila, Andrea Natalia; Profeta, Mariela Inés; Jorge, María J.; Jorge, Lilian Cristina; et al.; Thermal Decomposition of Diphenyl Tetroxane in Chlorobenzene Solution; Scientific Research Publishing Inc.; International Journal of Organic Chemistry; 9; 1; 1-2019; 1-92161-46872161-4695CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://www.scirp.org/journal/doi.aspx?DOI=10.4236/ijoc.2019.91001info:eu-repo/semantics/altIdentifier/doi/10.4236/ijoc.2019.91001info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T10:06:47Zoai:ri.conicet.gov.ar:11336/105822instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-03 10:06:47.726CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Thermal Decomposition of Diphenyl Tetroxane in Chlorobenzene Solution
title Thermal Decomposition of Diphenyl Tetroxane in Chlorobenzene Solution
spellingShingle Thermal Decomposition of Diphenyl Tetroxane in Chlorobenzene Solution
Bordón, Alexander Germán
DFT
THERMAL DESCOMPOSITION
CHLOROBENZENE
MECHANISM
title_short Thermal Decomposition of Diphenyl Tetroxane in Chlorobenzene Solution
title_full Thermal Decomposition of Diphenyl Tetroxane in Chlorobenzene Solution
title_fullStr Thermal Decomposition of Diphenyl Tetroxane in Chlorobenzene Solution
title_full_unstemmed Thermal Decomposition of Diphenyl Tetroxane in Chlorobenzene Solution
title_sort Thermal Decomposition of Diphenyl Tetroxane in Chlorobenzene Solution
dc.creator.none.fl_str_mv Bordón, Alexander Germán
Pila, Andrea Natalia
Profeta, Mariela Inés
Jorge, María J.
Jorge, Lilian Cristina
Romero, Jorge Marcelo
Jorge, Nelly Lidia
author Bordón, Alexander Germán
author_facet Bordón, Alexander Germán
Pila, Andrea Natalia
Profeta, Mariela Inés
Jorge, María J.
Jorge, Lilian Cristina
Romero, Jorge Marcelo
Jorge, Nelly Lidia
author_role author
author2 Pila, Andrea Natalia
Profeta, Mariela Inés
Jorge, María J.
Jorge, Lilian Cristina
Romero, Jorge Marcelo
Jorge, Nelly Lidia
author2_role author
author
author
author
author
author
dc.subject.none.fl_str_mv DFT
THERMAL DESCOMPOSITION
CHLOROBENZENE
MECHANISM
topic DFT
THERMAL DESCOMPOSITION
CHLOROBENZENE
MECHANISM
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The thermal decomposition of Cyclic Diperoxide of Benzaldehyde 3,6-diphenyl-1,2,4,5-tetroxane, (DFT) in chlorobenzene solution in the studied temperature range (130°C - 166°C) satisfactorily satisfies a first order law up to 60% conversions of diperoxide. DFT would decompose through a mechanism in stages and initiated by the homolytic breakdown of one of the peroxidic bonds of the molecule, with the formation of the corresponding intermediate biradical. The concentration studied was very low, so that the effects of secondary reactions of decomposition induced by free radicals originated in the reaction medium can be considered minimal or negligible. The activation parameters for the unimolecular thermal decomposition reaction of the DFT are ΔH# = 30.52 ± 0.3 kcal·mol-1 and ΔS# = -6.38 ± 0.6 cal·mol-1 K-1. The support for a step-by-step mechanism instead of a process concerted is made by comparison with the theoretically calculated activation energy for the thermal decomposition of 1,2,4,5-tetroxane.
Fil: Bordón, Alexander Germán. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; Argentina
Fil: Pila, Andrea Natalia. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste. Instituto de Modelado e Innovación Tecnológica. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas Naturales y Agrimensura. Instituto de Modelado e Innovación Tecnológica; Argentina
Fil: Profeta, Mariela Inés. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; Argentina
Fil: Jorge, María J.. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; Argentina
Fil: Jorge, Lilian Cristina. Universidad Nacional del Nordeste. Facultad de Ciencias Veterinarias; Argentina
Fil: Romero, Jorge Marcelo. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; Argentina
Fil: Jorge, Nelly Lidia. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas y Naturales y Agrimensura; Argentina
description The thermal decomposition of Cyclic Diperoxide of Benzaldehyde 3,6-diphenyl-1,2,4,5-tetroxane, (DFT) in chlorobenzene solution in the studied temperature range (130°C - 166°C) satisfactorily satisfies a first order law up to 60% conversions of diperoxide. DFT would decompose through a mechanism in stages and initiated by the homolytic breakdown of one of the peroxidic bonds of the molecule, with the formation of the corresponding intermediate biradical. The concentration studied was very low, so that the effects of secondary reactions of decomposition induced by free radicals originated in the reaction medium can be considered minimal or negligible. The activation parameters for the unimolecular thermal decomposition reaction of the DFT are ΔH# = 30.52 ± 0.3 kcal·mol-1 and ΔS# = -6.38 ± 0.6 cal·mol-1 K-1. The support for a step-by-step mechanism instead of a process concerted is made by comparison with the theoretically calculated activation energy for the thermal decomposition of 1,2,4,5-tetroxane.
publishDate 2019
dc.date.none.fl_str_mv 2019-01
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/105822
Bordón, Alexander Germán; Pila, Andrea Natalia; Profeta, Mariela Inés; Jorge, María J.; Jorge, Lilian Cristina; et al.; Thermal Decomposition of Diphenyl Tetroxane in Chlorobenzene Solution; Scientific Research Publishing Inc.; International Journal of Organic Chemistry; 9; 1; 1-2019; 1-9
2161-4687
2161-4695
CONICET Digital
CONICET
url http://hdl.handle.net/11336/105822
identifier_str_mv Bordón, Alexander Germán; Pila, Andrea Natalia; Profeta, Mariela Inés; Jorge, María J.; Jorge, Lilian Cristina; et al.; Thermal Decomposition of Diphenyl Tetroxane in Chlorobenzene Solution; Scientific Research Publishing Inc.; International Journal of Organic Chemistry; 9; 1; 1-2019; 1-9
2161-4687
2161-4695
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://www.scirp.org/journal/doi.aspx?DOI=10.4236/ijoc.2019.91001
info:eu-repo/semantics/altIdentifier/doi/10.4236/ijoc.2019.91001
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Scientific Research Publishing Inc.
publisher.none.fl_str_mv Scientific Research Publishing Inc.
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
_version_ 1842269974562865152
score 13.13397

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