Asked by Tuffy Wilson on Jul 11, 2024
Verified
Which of the following will alkylate a lithium enolate most rapidly?
A) methyl bromide
B) isopropyl bromide
C) neopentyl bromide
D) bromobenzene
E) 2-methylbromobenzene
Lithium Enolate
A reactive species derived from the deprotonation of a carbonyl compound by lithium, used in organic synthesis.
Methyl Bromide
A colorless, odorless, nonflammable gas used as a fumigant and pesticide.
Isopropyl Bromide
A brominated hydrocarbon with the chemical formula C3H7Br, used in organic synthesis as an alkylating agent.
- Comprehend the variety of reactions enols and enolates are involved in, such as aldol and Claisen condensations, Michael additions, and alkylations.
- Forecast the behavior of compounds when reacting with enolates and comprehend the elements that influence these processes.
Verified Answer
TL
Tasha LipfordJul 11, 2024
Final Answer :
A
Explanation :
Methyl bromide is the best choice because it is the most reactive alkylating agent towards a lithium enolate due to its high electrophilicity. The other choices either have steric hindrance (isopropyl and neopentyl bromide) or are less electrophilic (bromobenzene and 2-methylbromobenzene).
Learning Objectives
- Comprehend the variety of reactions enols and enolates are involved in, such as aldol and Claisen condensations, Michael additions, and alkylations.
- Forecast the behavior of compounds when reacting with enolates and comprehend the elements that influence these processes.