carbon-carbon double bonds are attacked by electrophilesbut not by nucleophiles. An exception to this generalization is the reactivity ofa,B-unsaturated aldehydes and ketones toward nucleophiles. Even though an isolatedcarbon-carbon double bond does not react with 2° amines such as dimethylamine,3-buten-2-one reacts readily by regioselective addition.Et,NH + CH,=CH-CH,-CH,no reactionEt,NH + CH,=CH-C-CH, -Et,N-CH,-CH,-Č-CH,Diethylamine3-Buten-2-one(Methyl vinyl ketone)Account for the addition of nucleophiles to the carbon-carbon double bond of ana, B-unsaturated aldehyde or ketone and the regioselectivity of the addition.

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Answered: carbon-carbon double bonds are attacked…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter16: Aldehydes And Ketones

Section: Chapter Questions

Problem 16.69P

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