Asked by Bianca Perez on Sep 23, 2024
Verified
Which of the following reagents will quantitatively convert an enolizable ketone to its enolate salt?
A) lithium hydroxide
B) lithium diisopropylamide
C) methyllithium
D) diethylamine
E) pyridine
Enolizable Ketone
A ketone capable of tautomerizing to an enol, which is a compound with a double bond and an alcohol group.
Enolate Salt
A negatively charged ion formed by the deprotonation of an alpha-carbon of a carbonyl compound, involved in various organic synthesis reactions.
Lithium Diisopropylamide
A strong non-nucleophilic base, represented as LDA, used in organic synthesis for deprotonation reactions.
- Gain insight into the formation and reactive nature of lithium diisopropylamide (LDA) as it serves as a robust base within organic synthesis processes.
- Project the reaction propensity of compounds with enolates and acknowledge the factors dictating these reactions.
Verified Answer
JL
Jeremy loven6 days ago
Final Answer :
B
Explanation :
Lithium diisopropylamide (LDA) is a strong base that is commonly used to quantitatively convert enolizable ketones to their corresponding enolate salts. The other reagents listed may also be used to form enolates, but they may not be as efficient or quantitative in their reactions.
Learning Objectives
- Gain insight into the formation and reactive nature of lithium diisopropylamide (LDA) as it serves as a robust base within organic synthesis processes.
- Project the reaction propensity of compounds with enolates and acknowledge the factors dictating these reactions.