Kinetics and mechanisms of the acid-catalyzed hydrolyses of N-(4-Substitued-arylsulfinyl)phthalimides

Authors
Kutuk, H Bekdemir, Y Soydas, Y
Citation
H. Kutuk et al., Kinetics and mechanisms of the acid-catalyzed hydrolyses of N-(4-Substitued-arylsulfinyl)phthalimides, J PHYS ORG, 14(4), 2001, pp. 224-228
Citations number
22
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
ISSN journal
08943230 → ACNP
Volume
14
Issue
4
Year of publication
2001
Pages
224 - 228
Database
ISI
SICI code
0894-3230(200104)14:4<224:KAMOTA>2.0.ZU;2-G
Abstract
The acid-catalyzed hydrolyses of N-(4-substituted-arylsulfinyl)phthalimides were studied in aqueous solutions of perchloric and sulfuric acids at 50.0 +/- 0.1 and of hydrochloric acid at 40.0 +/- 0.1 degreesC. Analysis of the data by the Cox-Yates excess acidity method and substituent, temperature a nd solvent isotope effects indicate hydrolysis by an A2 mechanism at low ac idity. At higher acidities a changeover to an Al mechanism is observed. Cop yright (C) 2001 John Wiley & Sons, Ltd.