dc.creatorRodrigues, JAR
dc.creatorde Oliveira, AP
dc.creatorMoran, PJS
dc.creatorCustodio, R
dc.date1999
dc.dateMAY 28
dc.date2014-12-02T16:30:26Z
dc.date2015-11-26T16:44:19Z
dc.date2014-12-02T16:30:26Z
dc.date2015-11-26T16:44:19Z
dc.date.accessioned2018-03-28T23:29:38Z
dc.date.available2018-03-28T23:29:38Z
dc.identifierTetrahedron. Pergamon-elsevier Science Ltd, v. 55, n. 22, n. 6733, n. 6738, 1999.
dc.identifier0040-4020
dc.identifierWOS:000080579600002
dc.identifier10.1016/S0040-4020(99)00320-8
dc.identifierhttp://www.repositorio.unicamp.br/jspui/handle/REPOSIP/80407
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/80407
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/80407
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1273883
dc.descriptionThe reaction of phenol with acetyl nitrate in chloroform gives nitrophenol with an ortho/para ratio of 1.8. This ratio increase to 13.3 when the reaction was carried out with acetyl nitrate pre-adsorbed on dry silica gel. Silica may be acting as a template to bring phenol close to acetyl nitrate by hydrogen bonds forming a ternary complex, which undergoes a six-center rearrangement to o-nitrophenol. The formation of this ternary complex is evaluated by ab initio molecular orbital calculation, (C) 1999 Elsevier Science Ltd. All rights reserved.
dc.description55
dc.description22
dc.description6733
dc.description6738
dc.languageen
dc.publisherPergamon-elsevier Science Ltd
dc.publisherOxford
dc.publisherInglaterra
dc.relationTetrahedron
dc.relationTetrahedron
dc.rightsfechado
dc.rightshttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
dc.sourceWeb of Science
dc.subjectnitration
dc.subjectnitric acid and derivatives
dc.subjectphenols
dc.subjectregioselection
dc.subjectNitrogen-dioxide
dc.subjectSubstitution
dc.subjectDerivatives
dc.subjectCatalysts
dc.subjectAromatics
dc.subjectEsters
dc.subjectAcid
dc.titleRegioselectivity of the nitration of phenol by acetyl nitrate adsorbed on silica gel
dc.typeArtículos de revistas


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