In this question (13) I figured out A,C were wrong and D would be correct choice but I am stuck at finding out products formed in B and also why it would be wrong?
Please help.
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1$\begingroup$ When you have a mixture of two aldehydes under aldol conditions it is always possible to get self-condensation of one of the aldehydes. $\endgroup$– WaylanderCommented Apr 7, 2020 at 6:58
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$\begingroup$ But is is given equimolar mixture? I think may be in in B the para CH3 can lose H and become carbanion and attack acetophenone giving aldol product. Is the logic right? $\endgroup$– Aditya sureshCommented Apr 7, 2020 at 7:43
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1 Answer
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B is the correct answer, but not for the reasons you have given.
4-Me-benzaldehyde cannot self-condense, and is a far more reactive electrophile than acetophenone. Acetophenone has a pKa of around 16 so will readily undergo base-catalysed aldol reaction with the aldehyde. This is the only reaction that will occur. All the other sets of reactants shown are likely to undergo self-condensation as well as cross-condensation giving a mixture of products.
