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Chapter 23: Q44E (page 783)

Propose a mechanism for the following base-catalyzed isomerization:

Short Answer

Expert verified

The product is formed by the base-catalyzed isomerization.

Step by step solution

01

Reaction

The given reaction is,

02

Mechanism

The mechanism for the above reaction is,

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Most popular questions from this chapter

Aldol condensation of 3-methyl cyclohexanone leads to a mixture of two enone products, not counting double-bond isomers. Draw them.

The following reaction involves an intramolecular Michael reaction followed by an intramolecular aldol reaction. Write both steps, and show their mechanisms.

Treatment of the minor product formed in the intramolecular aldol cyclization of 2,5-heptanedione (Problems 23-51 and 23-52) with aqueous NaOH converts it into the major product. Propose a mechanism to account for this base-catalyzed isomerization.

Knoevenagel condensation is a reaction involving an active methylene compound (a CH2 flanked by two electron-withdrawing groups) and an aldehyde and ketone. Propose a mechanism for the reaction below.

The first step in the citric acid cycle of food metabolism is reaction of oxaloacetate with acetyl CoA to give citrate. Propose a mechanism, using acid or base catalysis as needed.
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