Answered: 5.41 Draw the structures of the…

5.41 Draw the structures of the aldehydes that might be oxi- dized to yield the following carboxylic acids: (a) COOH (b) CH2COOH ČH3 OH (c) CH,CH=CHCH,COOH

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter22: Carbonyl Alpha-substitution Reactions

Section22.SE: Something Extra

Problem 64AP: The key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold...

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Concept explainers

Reactions at the Alpha Carbon Atom

The position next to the ketone or aldehyde functional group is termed as alpha position and the reaction which occurs at alpha position is called alpha substitution reaction. In an alpha substitution reaction, the alpha proton atom is substituted by an electrophile by the formation of an enol intermediate or enolate ion intermediate. Most of the carbonyl compounds go through an alpha substitution reaction.

Question

15.41 Draw the structures of the aldehydes that might be oxi-
dized to yield the following carboxylic acids:
(a)
COOH
(b)
CH2COOH
ČH3
OH
(c) CH,CH=CHCH,COOH

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