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Vanillin has an acidic OH and an electrophilic aldehyde group that could conceivably react with sodiumhydroxide. However, in the aldol reaction, you added the NaOH directly to the solution of vanillin andacetone, rather than pre-treating acetone with base. Why could you do this successfully? a) NaOH is a weak base and a weak nucleophile.b) The reaction of NaOH with phenol OH groups and aromatic aldehydes is reversible, and thereaction is driven to the most stable product.c) The aldehyde in vanillin is unreactive towards nucleophiles.d) The NaOH is not soluble in the reaction

Vanillin has an acidic OH and an electrophilic aldehyde group that could conceivably react with sodiumhydroxide. However, in the aldol reaction, you added the NaOH directly to the solution of vanillin andacetone, rather than pre-treating acetone with base. Why could you do this successfully? a) NaOH is a weak base and a weak nucleophile.b) The reaction of NaOH with phenol OH groups and aromatic aldehydes is reversible, and thereaction is driven to the most stable product.c) The aldehyde in vanillin is unreactive towards nucleophiles.d) The NaOH is not soluble in the reaction

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter26: Aldol And Claisen Reactions
Section: Chapter Questions
Problem 33E
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Vanillin has an acidic OH and an electrophilic aldehyde group that could conceivably react with sodium
hydroxide. However, in the aldol reaction, you added the NaOH directly to the solution of vanillin and
acetone, rather than pre-treating acetone with base. Why could you do this successfully?

a) NaOH is a weak base and a weak nucleophile.
b) The reaction of NaOH with phenol OH groups and aromatic aldehydes is reversible, and the
reaction is driven to the most stable product.
c) The aldehyde in vanillin is unreactive towards nucleophiles.
d) The NaOH is not soluble in the reaction

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