Draw the structure(s) of the major organic product(s) of the following reaction.
ID: 816144 • Letter: D
Question
Draw the structure(s) of the major organic product(s) of the following reaction.
You do not have to consider stereochemistry.
You do not have to explicitly draw H atoms.
Do not include lone pairs in your answer. They will not be considered in the grading.
Omit products derived from the acidic or basic reagent itself, e.g. HN(i-Pr)2 derived from N(i-Pr)2-.
If no reaction occurs, draw the starting material.
If substantial starting material is present at the end of the reaction, include it in the products.
Draw the structure(s) of the major organic product(s) of the following reaction. You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. Do not include lone pairs in your answer. They will not be considered in the grading. Omit products derived from the acidic or basic reagent itself, e.g. HN(i-Pr)2 derived from N(i-Pr)2-. If no reaction occurs, draw the starting material. If substantial starting material is present at the end of the reaction, include it in the products.Explanation / Answer
Lithium diisopropylamide is a strong base which forms the enolate/carbanion from acetne. However bromobenzene is very unreactiv for nucleophilic substitution thus no further reaaction takeplace. Thus the starting compounds, that is acetone and bromobenzene would be recovered after work up.
If large amount of acetone is kept with LDA for sufficient amount of time, aldol condensation of acetone can occur leading to the corresponding aldol as major product. However this possibility is less as we are adding bromobenzene immediately as the second step.
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