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Promoting mechanistic changes: solvolysis of benzoyl halides in nonionic microemulsions.
Spanien.
Spanien.ORCID iD: 0000-0002-3200-9945
Spanien.
2009 (English)In: Journal of Physical Chemistry B, ISSN 1520-6106, E-ISSN 1520-5207, Vol. 113, no 35, p. 11921-11927Article in journal (Refereed) Published
Abstract [en]

Solvolysis of benzoyl halides has been studied in nonionic isooctane/Brij30/water microemulsions. The reaction takes place only at the microemulsion interface due to the low solubility of benzoyl halides. The variation of the properties (water content and hydration water nucleophilic character) of the microemulsion interface as the amount of water in the system decreases favors mechanistic changes in the solvolytic reaction. The true rate and equilibrium constants at the interface were obtained by means of the formalism of the pseudophase. Rate constant values at the interface change as the water content of the microemulsion is modified. The changes are consistent with a shift of mechanism from dissociative toward associative. The predominance of either dissociative or associative mechanism is dependent on the characteristics of the leaving group. The associative character decreases as the salient group of the benzoyl halides improves. Moreover, the associative pathway is strongly favored in the microemulsion system studied.

Place, publisher, year, edition, pages
2009. Vol. 113, no 35, p. 11921-11927
Keywords [en]
Associative mechanisms, Benzoyl halides, Hydration water, Leaving groups, Microemulsion systems, Nonionic, Nonionic microemulsion, Pseudo-phase, Solvolytic reactions
National Category
Physical Chemistry
Identifiers
URN: urn:nbn:se:hkr:diva-21735DOI: 10.1021/jp9039463ISI: 000269252700015PubMedID: 19670843OAI: oai:DiVA.org:hkr-21735DiVA, id: diva2:1539773
Available from: 2021-03-25 Created: 2021-03-25 Last updated: 2021-03-26Bibliographically approved

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Cabaleiro-Lago, Celia
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Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf