In which scenario will an α-carbanion not be generated when reacting an ester? A) Using sodium alkoxide as the base B) When water is used in the reaction C) In the presence of a st... In which scenario will an α-carbanion not be generated when reacting an ester? A) Using sodium alkoxide as the base B) When water is used in the reaction C) In the presence of a strong acid D) In the presence of sodium hydroxide
Understand the Problem
The question is asking us to identify which scenario would prevent the formation of an α-carbanion during the reaction of an ester. In organic chemistry, α-carbanions are negatively charged species that can be formed from the deprotonation of α-hydrogens in esters. The options provided involve different bases and solvents that may influence this reaction.
Answer
In the presence of a strong acid.
An α-carbanion is not generated in the presence of a strong acid.
Answer for screen readers
An α-carbanion is not generated in the presence of a strong acid.
More Information
Strong acids will protonate the carbonyl oxygen, making the carbon less electrophilic and thereby hindering the formation of the α-carbanion.
Tips
Confusion often arises between strong acids and bases. Remember that strong acids tend to protonate oxygen, preventing carbanion formation, while strong bases promote it.
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