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

Kütük H., Bekdemir Y., Soydas Y.

Journal of Physical Organic Chemistry, cilt.14, sa.4, ss.224-228, 2001 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 14 Sayı: 4
  • Basım Tarihi: 2001
  • Doi Numarası: 10.1002/poc.353
  • Dergi Adı: Journal of Physical Organic Chemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.224-228
  • Anahtar Kelimeler: Acid catalysis, Excess acidity, Hydrolysis, Mechanism, N-(4-substituted-arylsulfinyl)phthalimides
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

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°C. Analysis of the data by the Cox-Yates excess acidity method and substituent, temperature and solvent isotope effects indicate hydrolysis by an A2 mechanism at low acidity. At higher acidities a changeover to an A1 mechanism is observed. Copyright © 2001 John Wiley & Sons, Ltd.