Experimental and computational (AMI, MNDO, PM3) studies on the hydrolysis rates of ethylene ketals in 1,3-cycIohexanediones

Abstract

The relative hydrolysis rates of cyclohexanone ethylene ketals having different substituents at the β-carbon, such as H2, (OCH2)2, (SCH2)2, =O, were determined at 20°C in aqueous H2SO2-siIica gel-CH2C2 medium. The observed kinetic trend of H2 (OCH2)2 (SCH?)2 =O is correlated with calculated AH values (AMI, MNDO and PM3)for the ionisation of substituted cyclohexanes to the corresponding cations.