Carbonyl products of the gas-phase reaction of ozone with simple alkenes

Detalhes bibliográficos
Autor(a) principal: Grosjean, Eric
Data de Publicação: 1996
Outros Autores: Andrade, Jailson Bittencourt de, Grosjean, Daniel
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UFBA
Texto Completo: http://www.repositorio.ufba.br/ri/handle/ri/8449
Resumo: Texto completo: acesso restrito. p.975–983
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spelling Grosjean, EricAndrade, Jailson Bittencourt deGrosjean, DanielGrosjean, EricAndrade, Jailson Bittencourt deGrosjean, Daniel2013-02-15T15:49:49Z19960013-936Xhttp://www.repositorio.ufba.br/ri/handle/ri/8449v. 30, n. 3Texto completo: acesso restrito. p.975–983Carbonyl products have been identified and their yields measured in experiments involving the gas-phase reaction of ozone with eight simple alkenes in purified air. Sufficient cyclohexane was added to scavenge the hydroxyl radical (OH) in order to minimize the reaction of OH with the alkenes and with their carbonyl products. Formation yields of primary carbonyls (carbonyl formed/ozone reacted) were 1.060 ± 0.071 (one standard deviation) for formaldehyde from ethylene, 1.150 ± 0.104 for acetaldehyde from 2-butene (ca. 40% cis and 60% trans isomers), 1.011 ± 0.049 for propanal from trans-3-hexene, 1.006 ± 0.049 for acetone from 2,3-dimethyl-2-butene, 0.980 ± 0.036 for formaldehyde + propanal from 1-butene, 0.987 ± 0.020 for acetaldehyde + acetone for 2-methyl-2-butene, 1.300 ± 0.030 for formaldehyde + acetaldehyde from propene, and 1.290 ± 0.103 for formaldehyde + acetone from 2-methylpropene. After correction for the estimated contribution of biradical reactions to formaldehyde, primary carbonyl yields were ca. 1.22 ± 0.03 for acetaldehyde + formaldehyde from propene and 1.08 ± 0.11 for acetone + formaldehyde from 2-methylpropene. These yields are consistent with the value of 1.0 for primary carbonyl yields according to the reaction mechanism:  O3 + R1R2C = CR3R4 → α(R1COR2 + R3R4COO) + (1 − α)(R3COR4 + R1R2COO) which, for symmetrical alkenes, reduces to O3 + R1R2C = CR1R2 → one primary carbonyl (R1C(O)R2) + one biradical (R1R2COO). The results suggest modest preferential formation of the more substituted biradical for 1-butene (CH3CH2CHOO vs H2COO, α = 0.643 ± 0.039), 2-methyl-2-butene [(CH3)2COO vs CH3CHOO, α = 0.694 ± 0.024], 2-methylpropene [(CH3)2COO vs H2COO, estimated α = 0.68 ± 0.12], and perhaps propene (CH3CHOO vs H2COO, estimated α = 0.57 ± 0.03). Reaction of the biradicals resulted in the formation of carbonyls and of hydroxycarbonyls and/or dicarbonyls, which together accounted for ca. 0.25, 0.31, and 0.57 of the biradical reactions for CH3CHOO, CH3CH2CHOO, and (CH3)2COO, respectively. Carbonyls and hydroxycarbonyls and/or dicarbonyls from propene, 2-methylpropene, 1-butene, and 2-methyl-2-butene were consistent in nature and yields with those that form from the symmetrical alkenes that lead to the same biradicals.Submitted by Suelen Reis (suelen_suzane@hotmail.com) on 2013-02-15T15:49:49Z No. of bitstreams: 1 G R O S J E A N.pdf: 377262 bytes, checksum: 203e8fe5de887e68f1f796e8909cc91d (MD5)Made available in DSpace on 2013-02-15T15:49:49Z (GMT). No. of bitstreams: 1 G R O S J E A N.pdf: 377262 bytes, checksum: 203e8fe5de887e68f1f796e8909cc91d (MD5) Previous issue date: 1996http://dx.doi.org/10.1021/es950442oreponame:Repositório Institucional da UFBAinstname:Universidade Federal da Bahia (UFBA)instacron:UFBACarbonyl products of the gas-phase reaction of ozone with simple alkenesEnvironmental Science and Technologyinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article10000-01-01enginfo:eu-repo/semantics/openAccessORIGINALG R O S J E A N.pdfG R O S J E A N.pdfapplication/pdf377262https://repositorio.ufba.br/bitstream/ri/8449/1/G%20R%20O%20S%20J%20E%20A%20N.pdf203e8fe5de887e68f1f796e8909cc91dMD51LICENSElicense.txtlicense.txttext/plain1762https://repositorio.ufba.br/bitstream/ri/8449/2/license.txt1b89a9a0548218172d7c829f87a0eab9MD52TEXTG R O S J E A N.pdf.txtG R O S J E A N.pdf.txtExtracted texttext/plain44997https://repositorio.ufba.br/bitstream/ri/8449/3/G%20R%20O%20S%20J%20E%20A%20N.pdf.txt24fb988d55244e72fa5e842c1ada09b6MD53ri/84492022-07-05 14:03:01.672oai:repositorio.ufba.br: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Repositório InstitucionalPUBhttp://192.188.11.11:8080/oai/requestopendoar:19322022-07-05T17:03:01Repositório Institucional da UFBA - Universidade Federal da Bahia (UFBA)false
dc.title.pt_BR.fl_str_mv Carbonyl products of the gas-phase reaction of ozone with simple alkenes
dc.title.alternative.pt_BR.fl_str_mv Environmental Science and Technology
title Carbonyl products of the gas-phase reaction of ozone with simple alkenes
spellingShingle Carbonyl products of the gas-phase reaction of ozone with simple alkenes
Grosjean, Eric
title_short Carbonyl products of the gas-phase reaction of ozone with simple alkenes
title_full Carbonyl products of the gas-phase reaction of ozone with simple alkenes
title_fullStr Carbonyl products of the gas-phase reaction of ozone with simple alkenes
title_full_unstemmed Carbonyl products of the gas-phase reaction of ozone with simple alkenes
title_sort Carbonyl products of the gas-phase reaction of ozone with simple alkenes
author Grosjean, Eric
author_facet Grosjean, Eric
Andrade, Jailson Bittencourt de
Grosjean, Daniel
author_role author
author2 Andrade, Jailson Bittencourt de
Grosjean, Daniel
author2_role author
author
dc.contributor.author.fl_str_mv Grosjean, Eric
Andrade, Jailson Bittencourt de
Grosjean, Daniel
Grosjean, Eric
Andrade, Jailson Bittencourt de
Grosjean, Daniel
description Texto completo: acesso restrito. p.975–983
publishDate 1996
dc.date.issued.fl_str_mv 1996
dc.date.accessioned.fl_str_mv 2013-02-15T15:49:49Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://www.repositorio.ufba.br/ri/handle/ri/8449
dc.identifier.issn.none.fl_str_mv 0013-936X
dc.identifier.number.pt_BR.fl_str_mv v. 30, n. 3
identifier_str_mv 0013-936X
v. 30, n. 3
url http://www.repositorio.ufba.br/ri/handle/ri/8449
dc.language.iso.fl_str_mv eng
language eng
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.source.pt_BR.fl_str_mv http://dx.doi.org/10.1021/es950442o
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instname:Universidade Federal da Bahia (UFBA)
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