Naslov
Reactivity of Acetates in Aqueous Alcohols

Autori
Denegri, Bernard ; Kronja, Olga

Izvornik
Croatica chemica acta (0011-1643) 83 (2010), 2; 223-226

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, kratko priopcenje, znanstveni

Ključne riječi
acetate; nucleofugality; electrofugality; solvolysis; nucleophilic substitution

Sažetak
A series of X, Y-substituted benzhydryl acetates (1-3) were subjected to solvolysis in various binary methanol/water and ethanol/water mixtures at 25 °C. The LFER equation log k = sf(Ef + Nf) was used to derive the nucleofuge-specific parameters (Nf and sf) for an SN1 type reaction in 60% and 80% aqueous methanol. It has been established that X, Y-substituted benzhydryl acetates produce almost parallel correlation lines, so the average sf = 0.9 has been taken for calculation of the nucleofugality parameters from a single rate constant in some solvent mixtures. In comparison with other leaving groups for which the nucleofugality has already been determined, acetates are the poorest nucleofuges.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA