THE MECHANISMS OF ACID-CATALYZED HYDROLYSIS OF N-(4-SUBSTITUTED ARYLTHIO) PHTHALIMIDES

Kütük H., Yakan H.

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, cilt.186, sa.7, ss.1460-1469, 2011 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 186 Sayı: 7
  • Basım Tarihi: 2011
  • Doi Numarası: 10.1080/10426507.2010.517584
  • Dergi Adı: PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1460-1469
  • Anahtar Kelimeler: Acid-catalyzed hydrolysis, arylthiophthalimides, excess acidity, sulfenimides, EXCESS ACIDITIES, PROTONATION, KINETICS, SULFUR
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

The acid-catalyzed hydrolysis of N-(4-substitutedarylthio)phthalimides was studied in aqueous solutions of sulfuric, perchloric, and hydrochloric acids at 40.0 +/- 0.1 degrees C. Analysis of the data by the excess acidity method, activation parameters, and substituent effects indicates hydrolysis by an A-2 mechanism at low acidity. At higher acidities, a changeover to an A-1 mechanism is observed.