76999-62-7Relevant articles and documents
NOVEL PREPARATION OF 1,3-PROPANEDIYL BIS: A ONE-STEP NUCLEOPHILIC SYNTHESIS OF SYMMETRIC 1,3-DIGLYCERIDES
Brown, Alan B.,Whitlock, Howard W.
, p. 3497 - 3508 (2007/10/02)
The title compound 1 was prepared by treatment of epibromohydrin with carboxylic acid 2 in the presence of tertiary amine; the reaction is a new nucleophilic synthesis of symmetric 1,3-diglycerides.
MECHANISM OF THE REACTION OF GLYCIDYL ESTERS WITH CARBOXYLIC ACIDS
Klebanov, M. S.,Kir'yazev, F. Yu.,Chervinskii, A. Yu.,Shologon, I. M.
, p. 2193 - 2196 (2007/10/02)
The kinetics of the reactions of 1-phenoxy-2,3-epoxypropane and 2,3-epoxypropylbenzoate with carboxylic acids were investigated.A new reaction mechanism is proposed to explain the anomalously high reactivity of the glycidyl esters.The mechanism involves protonation of the oxygen of the carbonyl group in the ester followed by intramolecular electrophilic attack on the oxirane oxygen by the carbonyl carbon atom, accompanied by opening of the epoxide ring and transfer of the acyl fragment in the glycidyl ester molecule.