2742-48-5

Upstream product

• 96-09-3 styrene oxide 
• 124-38-9 carbon dioxide 
• 100-46-9 benzylamine 
• 94-35-9 styramate 
• 14562-29-9 carbamic acid-(2-hydroxy-1-phenyl-ethyl ester) 
• 4427-92-3 4-Phenyl-1,3-dioxolan-2-one 

Downstream Products

• 2742-56-5 N-Benzyl-carbamidsaeure-(2-benzyloxy-1-phenyl-aethylester) 

Relevant academic research and scientific papers

Cooperative catalysis of cyclic carbonate ring opening: Application towards non-isocyanate polyurethane materials

The reaction between cyclic carbonates and amines to produce hydroxyurethanes is an important alternative to current urethane chemistry. In order to address the issue of slow reaction rates, an efficient ring opening of cyclic carbonates with amines has been achieved utilizing cooperative catalysis. A new Lewis acid/Lewis base combination substantially decreases the reaction times for small molecule systems to reach complete conversion. Although triazabicyclodecene (TBD) has a substantial impact on the reaction rate, the addition of lithium triflate (LiOTf) as a co-catalyst allows for the fastest ring opening reported in the current literature. Cooperative catalysis is also applied to the synthesis of polymers containing hydroxyurethane linkages and is able to achieve rapid conversion of the bis-cyclic carbonate and diamine precursors when compared with the uncatalyzed reaction.

Reaction of various oxiranes and carbon dioxide. Synthesis and aminolysis of five-membered cyclic carbonates

Various oxiranes reacted with carbon dioxide at 100 °C using lithium bromide as a catalyst under atmospheric pressure to afford the corresponding five-membered cyclic carbonates quantitatively. The rate of the reaction increased as the bulkiness of substituents on the oxirane ring was reduced or an electron-withdrawing group was introduced on the oxirane ring. The stereochemistry of the reaction of oxirane and carbon dioxide was retention without loss of optical purity. When substituted phenylethylene carbonates were reacted with benzylamine, the selectivity to afford secondary alcohol increased as the electron-withdrawing ability of the para-substituent increased.