Show the product(s) from each of the following reactions including all stereochemical outcomes. If more than one major product is formed show both, including stereoisomers. If no reaction is expected then write (NR). 1) CH,C, IHOCH, 2 NaOH. HO,

Show the product(s) from each of the following reactions including all stereochemical outcomes. If more than one major product is formed show both, including stereoisomers. If no reaction is expected then write (NR). 1) CH,C, IHOCH, 2 NaOH. HO,

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

Chapter22: Reactions Of Benzene And Its Derivatives

Section22.2: Disubstitution And Polysubstitution

Problem 22.4P

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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

Show the product(s) from each of the following reactions including all stereochemical outcomes. If
more than one major product is formed show both, including stereoisomers. If no reaction is expected
then write (NR).
1)
HOCH,
1)9-BN-H
2) NaOH. 1,0,
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