Consider the following reaction. What is the role of LDA? CH2CH3 CHCO Et 1. LDA, THF 2. CH3CH₂Br CHCO₂Et LDA acts as a nucleophile and is substituted by the THF. LDA acts as a base and removes a proton from the alpha carbon to form the enolate. LDA acts as an electrophile and adds to the alkyl halide so it is easier to substitute. LDA acts as an acid to protonate the carbonyl carbon to form a good electrophile.
Consider the following reaction. What is the role of LDA? CH2CH3 CHCO Et 1. LDA, THF 2. CH3CH₂Br CHCO₂Et LDA acts as a nucleophile and is substituted by the THF. LDA acts as a base and removes a proton from the alpha carbon to form the enolate. LDA acts as an electrophile and adds to the alkyl halide so it is easier to substitute. LDA acts as an acid to protonate the carbonyl carbon to form a good electrophile.
Chemistry
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Chapter1: Chemical Foundations
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Transcribed Image Text:Consider the following reaction. What is the role of LDA?
CH2CH3
CHCO Et
1. LDA, THF
2. CH3CH₂Br
CHCO₂Et
LDA acts as a nucleophile and is substituted by the THF.
LDA acts as a base and removes a proton from the alpha carbon to form the
enolate.
LDA acts as an electrophile and adds to the alkyl halide so it is easier to
substitute.
LDA acts as an acid to protonate the carbonyl carbon to form a good
electrophile.
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