Micellar effects on the Vilsmeier-haack formylation reactions with phenols in nonaqueous solvents-A kinetic and synthetic approach

R. Roopa*, Ramchander Merugu a

Abstract

Vilsmeier-Haack (VH) Reaction with phenols afforded formyl derivatives with DMF/SOCl2. The reactions obeyed second order kinetics with a first order dependence on each [Reactant]. A remarkable rate enhancement was noticed when micelle-forming surfactants such as cetyl tri methyl ammonium bromide (CTAB), sodium dodecyl sulphate (SDS) and triton-X 100 (Tx) were use as catalysts. Rate (kΨ) versus [Surfactant or CD] profiles were generally wavy in nature with all the surfactant systems. The rate profiles of micelle-mediated reactions were categorized into different types and were interpreted using Menger-Portnoy’s enzymatic model or Pizkiewicz’s modified Cooperatively model.