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Chapter 17 557

Copyright © 2017 Pearson Education, Inc.

A

-hydrogen

a hydrogen bonded to the carbon adjacent to a carbonyl carbon.

keto–enol tautomerism

interconversion of keto and enol tautomers.

(keto–enol interconversion)

B

-keto ester

an ester with a ketone carbonyl group at the

b

-position.

Kolbe–Schmidt

a reaction of a phenolate ion with carbon dioxide under pressure.

carboxylation reaction

malonic ester synthesis

synthesis of a carboxylic acid using diethyl malonate as the starting material.

Michael reaction

the addition of an

a

-carbanion to the

b

-carbon of an

a

,

b

-unsaturated carbonyl

compound.

Robinson annulation

a Michael reaction followed by an intramolecular aldol condensation.

A

-substitution reaction

a reaction that puts a substituent on an

a

-carbon in place of an

a

-hydrogen.

tautomers

constitutional isomers that are in rapid equilibrium (for example, keto and enol

tautomers). The keto and enol tautomers differ only in the location of a double

bond and a hydrogen.