Guthrie, J. Peter;Guo, Junan published 《Acetal formation from methyl formate, pinacolone, and benzophenone: equilibrium constants in methanol and water determined by a chain of transacetalization equilibria》 in 1994. The article was appeared in 《Canadian Journal of Chemistry》. They have made some progress in their research.Application In Synthesis of Dimethoxydiphenylmethane The article mentions the following:
Transacetalization equilibrium constants can be measured in methanol solution This allows a ladder of equilibrium constants to be constructed from acetophenone, for which the equilibrium constant for acetal formation has been measured in methanol, to Me formate, for which it has not. This is the first direct measurement of an equilibrium constant for formation of an acetal of an acyclic ester. We have also determined equilibrium constants for acetal formation from benzophenone and pinacolone. The value for benzophenone is inconsistent with the value reported for the di-Et acetal by Pfeiffer and Adkins (G.J. Pfeiffer and H. Adkins. J. Am. Chem. Soc. 53, 1043 (1931)). We must conclude that their anal. method was subject to systematic errors.Dimethoxydiphenylmethane (cas: 2235-01-0) were involved in the experimental procedure.
Dimethoxydiphenylmethane is one of ethers-buliding-blocks. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. Application In Synthesis of Dimethoxydiphenylmethane The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.
Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem