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Kinetics and mechanisms of the acid‐catalyzed hydrolyses of N ‐(4‐Substitued‐arylsulf inyl)phthalimides
Author(s) -
Kutuk Halil,
Bekdemir Yunus,
Soydas Yasemin
Publication year - 2001
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.353
Subject(s) - chemistry , perchloric acid , hydrolysis , substituent , phthalimides , catalysis , sulfuric acid , kinetic isotope effect , solvent , aqueous solution , organic chemistry , medicinal chemistry , hydrochloric acid , kinetics , acid catalysis , inorganic chemistry , phthalimide , deuterium , physics , quantum mechanics
The acid‐catalyzed hydrolyses of N ‐(4‐substituted‐arylsulf inyl)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 °C. Analysis of the data by the Cox–Yates excess acidity method and substituent, temperature and solvent isotope effects indicate hydrolysis by an A 2 mechanism at low acidity. At higher acidities a changeover to an A 1 mechanism is observed. Copyright© 2001 John Wiley & Sons, Ltd.