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A ketone may react with a nucleophilic hydride ion source (e.g., LiAlH4 or \"H?\") and, subsequently,...

A ketone may react with a nucleophilic hydride ion

A ketone may react with a nucleophilic hydride ion source (e.g., LiAlH4 or \"H?\") and, subsequently, a proton source (e.g., H2O or \"H \") to give a secondary alcohol.

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Concepts and reason

The concept used to solve this problem is nucleophilic attack precedes protonation.

The hydride ion attacks the carbonyl carbon and forms a negative charge on oxygen, which is protonated using the water molecule.

Fundamentals

Lithium aluminum hydride is a source of hydride ion, the nucleophile.

The addition of occurs H2{{\rm{H}}_2} across the C-O pi bond. It reduces the carbonyl group to an alcohol.

(a)

The reaction is as follows:

RA
CR CR,

(b)

The reaction is as follows:

ÖZH
H+
R
CR
H

Ans: Part a

The atom that is attacked by the hydride ion is highlighted as shown below:

R

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