Solvent effects on the alkaline hydrolyses of 4-nitrophenyl N-aroyl-areneiminosulfonates

Kütük H., Tillett J. G.

Phosphorus, Sulfur and Silicon and Related Elements, cilt.176, ss.95-109, 2001 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 176
  • Basım Tarihi: 2001
  • Doi Numarası: 10.1080/10426500108055106
  • Dergi Adı: Phosphorus, Sulfur and Silicon and Related Elements
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.95-109
  • Anahtar Kelimeler: Alkaline hydrolysis, Solvent effects, Sulfonimidic esters
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

Second-order rate constants have been determined for the alkaline hydrolyses of N-aroyl-p-toluenesulfonimidic esters in aqueous organic solvents. Rate minima were observed with decreasing water concentration in aqueous acetonitrile, dioxane and t-butanol mixtures whereas rates of hydrolysis decrease continuously in MeOH-H2O and increase in DMSO-H2O. Solvent effects, Arrhenius parameters, and substituent effects are consistent with either an addition-elimination or a concerted SN2-type mechanism.