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If a Claisen Condensation Reaction Is Run Using Methyl Propanoate

Question 2

Multiple Choice

If a Claisen condensation reaction is run using methyl propanoate as the reactant, NaOCH3 is the ideal base. Why is it important to use NaOCH3 and not NaOCH2CH3?


A) NaOCH3 is a weaker base than NaOCH2CH3, and this reaction requires a weaker base.
B) Transesterfication can occur when esters react, and this transesterfication would result in a mixture of products.
C) NaOCH3 is more soluble than NaOCH2CH3 in organic solvents, and this reaction requires a full equivalent of base to proceed. A full equivalent of NaOCH2CH3 would not dissolve, so the reaction would not proceed.
D) NaOCH3 is a stronger base than NaOCH2CH3, and this reaction requires a stronger base.

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