c) When compound A is treated with the strong base lithium diisopropylamine (LDA) followed by an acidic workup compound c forms. Provide a plausible mechanism for this reaction. i) LDA Ph then acidic workup Ph Li A LDA = H3C, .N. CH3 CH3 CH3

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Chapter1: Chemical Foundations
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Need help with part c). Thank you :)

Consider the following structure A.
Ph
A
a) Indicate the most electrophilic carbon. Use resonance to justify your answer.
b) The bold hydrogen in compound A is the most acidic. Using resonance indicate why the
carbanion formed by its removal is the most stable. ·
H
Ph
A
c) When compound A is treated with the strong base lithium diisopropylamine (LDA) followed
by an acidic workup compound c forms. Provide a plausible mechanism for this reaction.
.H
i) LDA
Ph
then acidic workup
Ph
Li
A
B
CH3
LDA = H3C.
ČH3 CH3
Transcribed Image Text:Consider the following structure A. Ph A a) Indicate the most electrophilic carbon. Use resonance to justify your answer. b) The bold hydrogen in compound A is the most acidic. Using resonance indicate why the carbanion formed by its removal is the most stable. · H Ph A c) When compound A is treated with the strong base lithium diisopropylamine (LDA) followed by an acidic workup compound c forms. Provide a plausible mechanism for this reaction. .H i) LDA Ph then acidic workup Ph Li A B CH3 LDA = H3C. ČH3 CH3
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