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

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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.

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Organic Chemistry

ISBN: 978-0470917800

1st edition

Authors: David R. Klein

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