Dolbier HW Solutions 450

Dolbier HW Solutions 450 - 544 CARBOXYLIC ACID DERIVATIVES:...

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Step 5: Dissociation of protonated form of tetrahedral intermediate This step yields ethyl alcohol and the protonated form of benzoic acid. Step 6: Deprotonation of protonated form of benzoic acid 20.11 To determine which oxygen of 4-butanolide becomes labeled with 18 O, trace the path of 18 O-labeled water as it undergoes nucleophilic addition to the carbonyl group to form the tetrahedral intermediate. The tetrahedral intermediate can revert to unlabeled 4-butanolide by loss of 18 O-labeled water. Alternatively it can lose ordinary water to give 18 O-labeled lactone. The carbonyl oxygen is the one that is isotopically labeled in the 18 O-enriched 4-butanolide. 20.12 On the basis of trimyristin s molecular formula C 45 H 86 O 6 and 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.

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