Direct Synthesis of Diallyl Carbonate Via Urea Transesterification with Allyl Alcohol Over Metal Chlorides

Article abstract of DOI:10.1007/s10562-019-02693-y

A promising technique was studied towards diallyl carbonate (DAC) manufacture via urea transesterification with allyl alcohol over several metallic chlorides. It was revealed that the intermediate allyl carbamate (AC) was first generated via urea mono-alcoholysis with high yield, and subsequently AC further reacted with another allyl alcohol molecule to produce DAC. All the metal halides were evaluated for the overall reaction and the reaction of AC and allyl alcohol, respectively. This work found that the catalytic ability of catalysts originated from metal ions. Importantly, the highest yield of DAC could be achieved using LaCl₃ as catalyst. In addition, the activation patterns of reactants were investigated using in situ FT-IR measurement. Based on the characterization results of X-ray power diffraction and elemental analysis of the lanthanum species, separated from the reaction conduced over LaCl₃, a possible reaction mechanism was speculated. Graphical Abstract: [Figure not available: see fulltext.].