Please use this identifier to cite or link to this item:
https://hdl.handle.net/10316/10487
DC Field | Value | Language |
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dc.contributor.author | Gómez-Zavaglia, A. | - |
dc.contributor.author | Kaczor, A. | - |
dc.contributor.author | Almeida, R. | - |
dc.contributor.author | Cristiano, M. L. S. | - |
dc.contributor.author | Eusébio, M. E. S. | - |
dc.contributor.author | Maria, T. M. R. | - |
dc.contributor.author | Mobili, P. | - |
dc.contributor.author | Fausto, R. | - |
dc.date.accessioned | 2009-07-06T10:42:50Z | - |
dc.date.available | 2009-07-06T10:42:50Z | - |
dc.date.issued | 2009-04-16 | - |
dc.identifier.citation | The Journal of Physical Chemistry A. 113:15 (2009) 3517-3522 | en_US |
dc.identifier.issn | 1089-5639 | - |
dc.identifier.uri | https://hdl.handle.net/10316/10487 | - |
dc.description.abstract | The thermally induced sigmatropic isomerization of the pseudosaccharyl allylic ether [3-(allyloxy)-1,2-benzisothiazole 1,1-dioxide; ABID] has been investigated by a multidisciplinary approach using temperature dependent infrared spectroscopy, differential scanning calorimetry, and polarized light thermomicroscopy, complemented by theoretical methods. Migration of the allylic system from O to N occurs in the melted ABID, and the thermally obtained 2-allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide (ABIOD) starts to be produced at ca. 150 °C, in a process with an activation energy of 92 kJ mol−1. From kinetic data, a concerted [3,3′] sigmatropic mechanism is proposed. In the temperature range investigated, ABIOD was found to exhibit polymorphism. Cooling of the molten compound leads to the production of a metastable crystalline form, which upon annealing at room temperature might be transformed to the stable crystalline phase. ABID shows a single crystalline variety. Assignments were proposed for the infrared spectra of the observed neat condensed phases of the two compounds. | en_US |
dc.language.iso | eng | en_US |
dc.publisher | American Chemical Society | en_US |
dc.rights | openAccess | eng |
dc.title | Thermally Induced Sigmatropic Isomerization of Pseudosaccharyl Allylic Ether | en_US |
dc.type | article | en_US |
dc.identifier.doi | 10.1021/jp8112254 | - |
uc.controloAutoridade | Sim | - |
item.fulltext | Com Texto completo | - |
item.grantfulltext | open | - |
item.languageiso639-1 | en | - |
item.cerifentitytype | Publications | - |
item.openairetype | article | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.orcid | 0000-0002-8705-0160 | - |
crisitem.author.orcid | 0000-0002-5515-7721 | - |
crisitem.author.orcid | 0000-0002-8264-6854 | - |
Appears in Collections: | FCTUC Química - Artigos em Revistas Internacionais |
Files in This Item:
File | Description | Size | Format | |
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Thermally Induced Sigmatropic Isomerization of Pseudosaccharyl.pdf | 566.86 kB | Adobe PDF | View/Open |
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