Step 5: Dissociation of protonated form of tetrahedral intermediateThis step yields ethyl alcohol and the protonated form of benzoic acid.Step 6: Deprotonation of protonated form of benzoic acid20.11To determine which oxygen of 4-butanolide becomes labeled with 18O, trace the path of 18O-labeledwater as it undergoes nucleophilic addition to the carbonyl group to form the tetrahedralintermediate.The tetrahedral intermediate can revert to unlabeled 4-butanolide by loss of 18O-labeled water.Alternatively it can lose ordinary water to give 18O-labeled lactone.The carbonyl oxygen is the one that is isotopically labeled in the 18O-enriched 4-butanolide.20.12On the basis of trimyristin’s molecular formula C45H86O6and of the fact that its hydrolysis gives
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This note was uploaded on 09/30/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.