a) Consider the mixed aldol condensation reaction of 2,2-dimethyl-3-pentanone (s
ID: 903651 • Letter: A
Question
a) Consider the mixed aldol condensation reaction of 2,2-dimethyl-3-pentanone (shown below) and benzophenone (shown below) in the presence of sodium hydroxide.
Provide the expected major MIXED aldol product for this reaction
b) In order to minimize forming a mixture of products, which reactant (give name) would you use an excess of?
c) Why would you not need to use heat to facilitate the loss of water to form the condensation product in the reaction above?
2) Consider the mixed aldol condensation reaction of 2,2-dimethyl-3-pentanone (shown in question 1) and propiophenone (shown below).
Two major MIXED aldol condensation poducts arise from this reaction (shown below, labeled A and B) If you wish to form product B, to which starting carbonyl would you add a strong base such as LDA in order to form the enolate? Which carbonyl would you then add slowly to the enolate of the first carbonyl?
1a) Consider the mixed aldol condensation reaction of 2,2-dimethyl-3-pentanone (shown below) and benzophenone (shown below) in the presence of sodium hydroxide. 2,2-dirmethyl-3-pentanone benzophenone Provide the expected major MIXED aldol product for this reaction b) In order to minimize forming a mixture of products, which reactant (give name) would you use an excess of? c) Why would you not need to use heat to facilitate the loss of water to form the condensation product in the reaction above? 2) Consider the mixed aldol condensation reaction of 2,2-dimethyl-3-pentanone (shown in question 1) and propiophenone (shown below) propiophenone Two major MIXED aldol condensation poducts arise from this reaction (shown below, labeled A and B) 0 A O If you wish to form product B, to which starting carbonyl would you add a strong base such as LDA in order to form the enolate? Which carbonyl would you then add slowly to the enolate of the first carbonyl?Explanation / Answer
A) the crossed aldol condensation of 2, 2_dimethyl-3-pentanol with benzophenone gives ph) 2C=C (CH3) COC (CH3) 2CH3B) excess of 2, 2-dimethyl-3-pentanol required for minimize forming of product as it generate enolate ion. C) formed crossed aldol product has conjugation of double with two benzene rings as well as with carbonyl group. Because of this not need heat for dehydration process of crossed aldol reaction.
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