Chapter 22: Q4P (page 734)
Write the complete mechanism for the deuteration of acetone on treatment with D3O+.
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Chapter 22: Q4P (page 734)
Write the complete mechanism for the deuteration of acetone on treatment with D3O+.
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Treatment of a cyclic ketone with diazomethane is a method for accomplishing a ring-expansion reaction.For example, treatment of cyclohexanone with diazomethane yields cycloheptanone. Propose a mechanism.

Although 2-substituted 2-cyclopentenones are in a base-catalyzed equilibrium with their 5-substituted 2-cyclopentenone isomers (Problem 22-55), the analogous isomerization is not observed for 2-substituted 2-cyclohexenones. Explain.

In the Hell–Volhard–Zelinskii reaction, only a catalytic amount of PBr3 is necessary because of the equilibrium below. Review the mechanism for the reaction of a carboxylic acid with thionyl chloride and propose a mechanism for the equilibrium.

Write resonance structures for the following anions:

How could you use a malonic ester synthesis to prepare the following compound?

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