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When the following ester is treated with lithium iodide in DMF, a carboxylate ion is obtained: (a) Draw the mechanism of this reaction. (b) When

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When the following ester is treated with lithium iodide in DMF, a carboxylate ion is obtained:

LiI DMF


(a) Draw the mechanism of this reaction.

(b) When the methyl ester is used as the substrate, the reaction is 10 times faster:

LiI Mel DMF


Explain the increase in rate.

LiI DMF LiI Mel DMF

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