01:160:307 Final: exam3
18 Jul 2016
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You learned this reaction in orgo: dont forget it. It"s a good way to make a carboxylic acid into an acyl chloride. Then you can take your acyl chloride and do all the nucleophilic substitutions you learn in this chapter. Carboxylic acid is made as the by product because when you mix together h30+ from the third step and the carboxylateyou get the carboxylic acid. All these reactions affect the functional groups of the molecules. Notice that we end up with carboxylate as our product and not carboxylic acid. Carboxylic acid does not stay protonated in basic. You learned this for exam 2 as well. Notice that we end up with a protonated amine as our by product!! The amine does the deprotonation because it is a better base than water. Watch out for this mechanism, it"s a little different from what you have been used to. Carboxylate forms because we are in basic conditions.
