Utilize este identificador para referenciar este registo: http://hdl.handle.net/10400.1/4227
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dc.contributor.authorCabral, L. I. L.-
dc.contributor.authorMaria, T. M. R.-
dc.contributor.authorMartelo, L.-
dc.contributor.authorEusébio, M. E. S.-
dc.contributor.authorCristiano, Maria Lurdes Santos-
dc.contributor.authorFausto, R.-
dc.date.accessioned2014-06-06T15:28:26Z-
dc.date.available2014-06-06T15:28:26Z-
dc.date.issued2013-
dc.identifier.citationCabral, L.I.L.; Maria, T.M.R.; Martelo, L.; Eusébio, M.E.S.; Cristiano, M.L.S.; Fausto, R. The thermal sigmatropic isomerization of pseudosaccharyl crotyl ether, Tetrahedron, 69, 2, 810-815, 2013.por
dc.identifier.issn0040-4020-
dc.identifier.otherAUT: MCR00716;-
dc.identifier.urihttp://hdl.handle.net/10400.1/4227-
dc.description.abstractThe thermally induced sigmatropic isomerization of the pseudosaccharyl crotyl ether, 3-(E)-but-2-enoxy)-1,2-benzisothiazole 1,1-dioxide (CBID), has been investigated by using temperature dependent infrared spectroscopy, differential scanning calorimetry (DSC), and polarized light thermomicroscopy. The reaction can take place in both melted and crystalline phases, affording the product resulting from the [3,30] migration of the allylic system from O to N, 2-(E)-1-methylprop-2-en-1,2-benzisothiazol-3(2H)-one 1,1-dioxide (CBIOD). In the melt, the activation energy of the process was determined as being 49.1 5.3 kJ mol 1, with k¼(22.2 0.6) 104 s 1 at 140 C. In the solid state, at 110 C, the rate constant drops by one order of magnitude [k¼(1.46 0.07) 104 s 1]. The enthalpy of reaction, determined by DSC, is DrxH¼ 27.0 0.8 kJ mol 1. Assignments were proposed for the infrared spectra of the observed neat condensed phases of the two compounds.por
dc.language.isoengpor
dc.publisherElsevierpor
dc.rightsrestrictedAccesspor
dc.subjectSaccharinpor
dc.subject3-(E)-(But-2-enoxy)-1,2-benzisothiazolepor
dc.subject1,1-dioxidepor
dc.subjectSigmatropic rearrangementpor
dc.subjectInfrared spectroscopypor
dc.subjectDSCpor
dc.subjectThermomicroscopypor
dc.titleThe thermal sigmatropic isomerization of pseudosaccharyl crotyl etherpor
dc.typearticlepor
dc.date.updated2014-05-30T16:02:43Z-
degois.publication.issue2por
degois.publication.firstPage810por
degois.publication.lastPage815por
degois.publication.titleTetrahedronpor
dc.peerreviewedyespor
degois.publication.volume69por
dc.identifier.doihttp://dx.doi.org/10.1016/j.tet.2012.10.100-
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