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Chapter 11: Q60. (page 453)

Question: Draw a stepwise mechanism for the following reaction.

Short Answer

Expert verified

Answer

Mechanism for the given reaction

Step by step solution

01

Step-by-Step SolutionStep 1: Acid-catalyzed keto-enol tautomerism

The acid-catalyzed keto-enol tautomerism takes place in two steps:

The first step involves the protonation of the double bond to form the resonance-stabilized carbocation.

The next step involves the loss of protons to form the carbonyl group. As a result of the reformation of acid in the second step, the tautomerization is acid-catalyzed.

02

The stepwise mechanism for the given acid-catalyzed reaction.

The given reaction takes place in the following steps:

Mechanism for the given reaction

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Most popular questions from this chapter

Which bases can deprotonate acetylene? The pKa values of the conjugate acids are given in parentheses.

Convert each compound to hex-1-yne,

a.b.

c.

Draw the keto tautomer of each enol

Question: Draw the products formed when the following alkynes are treated with each set of reagents: [1] $H_{2} O, H_{2} {SO}_{4}, {HgSO}_{4}; [2] R_{2} BH followed by H_{2} O_{2}, {OH}^{-}$ .

a.

b.

Question: The alkyl halides must be methyl or $1 °$

a.

b.

c.

See all solutions

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