Kinetics and mechanisms of the acid‐catalyzed hydrolyses of  N ‐(4‐Substitued‐arylsulf inyl)phthalimides | Zendy

Kutuk Halil | Zendy; Bekdemir Yunus | Zendy; Soydas Yasemin | Zendy

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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.

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