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Chapter 23: Q29. (page 924)

Question: Draw enol tautomer(s) for each compound. Ignore stereoisomers.

Short Answer

Expert verified

Answer

The enol tautomer(s) for each compound is shown below:

Step by step solution

01

Definition of tautomers

Tautomers are structural isomers of chemical compounds that readily interconvert in an acidic or a basic medium.This process of conversion of one tautomer into another is known as tautomerization.One example is keto-enol tautomers.

02

Bonding pattern in case of a keto-enol tautomerization

Enol and keto forms are tautomers present in the carbonyl group, which differ in the position of a double bond and a proton. They are constitutional isomers found to be in equilibrium with each other. A keto has a C=O and an additional C-H bond, while an enol has a C-OH and a C=C bond.

Generally, keto is considered to be more stable due to the stronger C=O present.

03

Keto-enol forms for the given compounds

Keto-enol tautomerization in a.

Keto-enol tautomerization in b.

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