A novel synthesis of vinyl esters from vinylversatate-10

Article abstract of DOI:10.1016/S0040-4020(01)97407-1

Vinylversatate-10 (VV10)¹ 1 VV 10 Vinyl Monomer, Development Product, Shell Chemical Company has successfully been used to synthesise a large number of lower vinyl esters by transvinylation in presence of mercuric acetate and sulfuric acid. The synthesis of vinylhalo esters proceeds with more difficulty. It has been observed that neither Hg(OAc)₂ nor H₂SO₄ alone is capable of initiating the transvinylation. Furthermore, it has been found that a molar ratio 2:1 of VV10 to carboxylic acid is sufficient to drive the reaction to the right by continuous distillation of the vinyl ester formed, and as a result a high yield of vinyl ester is obtained. A mechanism for this reaction and for the formation of side products has been proposed.