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Mechanism of lithium iodide Hydrolyzing Esters
Iodine ions in lithium iodide hydrolyzed ester will attack the carbonyl carbon in the ester molecule through nucleophilic attack, forming an oxygen inert center, as shown in the following figure: The nucleophilic attack of iodine ions makes the oxygen atom on the carbonyl carbon negatively charged, making the bond between carbonyl carbon and carbonyl oxygen more polar and easier to be broken by water attack. Subsequently, water molecules attack the intermediate COOLi, producing alcohol hydrolysate and LiI catalyst in the transition state, as shown in the following figure: RCOOLi+H2O → R-OH+LiOH. Under the catalysis of lithium iodide, the reaction efficiency is high and the products are easy to separate and treat, so lithium iodide hydrolysis is a common method to prepare alcohol compounds. Lithium iodide is a chemical substance with the molecular formula of LiI, which is white, crystalline, deliquescent and will turn yellow when exposed to light or left for a long time. Soluble in water, ethanol, acetone and ether; When melted, it is corrosive to glass and ceramics; When heated to 73℃, one molecule of crystal water is lost, and when heated to 80℃, two molecules of crystal water are lost. It can form a complex with alkyl lithium and act as a stabilizer.