ACETAL FORMATION FROM METHYL FORMATE, PINACOLONE, AND BENZOPHENONE - EQUILIBRIUM-CONSTANTS IN METHANOL AND WATER DETERMINED BY A CHAIN OF TRANSACETALIZATION EQUILIBRIA
Jp. Guthrie et Jn. Guo, ACETAL FORMATION FROM METHYL FORMATE, PINACOLONE, AND BENZOPHENONE - EQUILIBRIUM-CONSTANTS IN METHANOL AND WATER DETERMINED BY A CHAIN OF TRANSACETALIZATION EQUILIBRIA, Canadian journal of chemistry, 72(10), 1994, pp. 2071-2076
Transacetalization equilibrium constants can be measured in methanol s
olution, This allows a ladder of equilibrium constants to be construct
ed from acetophenone, for which the equilibrium constant for acetal fo
rmation has been measured in methanol, to methyl formate, for which it
has not. This is the first direct measurement of an equilibrium const
ant for formation of an acetal of an acyclic ester. We have also deter
mined equilibrium constants for acetal formation from benzophenone and
pinacolone. The value for benzophenone is inconsistent with the value
reported for the diethyl acetal by Pfeiffer and Adkins (G.J. Pfeiffer
and H. Adkins. J. Am. Chem. Sec. 53, 1043 (1931)). We must conclude t
hat their analytical method was subject to systematic errors.