Organic Chemistry (6th Edition)
Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 21.4, Problem 10P
Interpretation Introduction

(a)

Interpretation: The enolates that are formed by the reaction of the given ketone with LDA present in the THF solution and with NaOCH3 present in CH3OH solution are to be identified.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

The bulky base like LDA always abstracts the proton from the side of less substituted Catom. The strong base, NaOCH3 which is present in protic solvent like CH3OH always favors the elimination of the proton from the side of more substituted Catom.

Interpretation Introduction

(b)

Interpretation: The enolates that are formed by the reaction of the given ketone with LDA present in the THF solution and with NaOCH3 present in CH3OH solution are to be identified.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

The bulky base like LDA always abstracts the proton from the side of less substituted Catom. The strong base, NaOCH3 which is present in protic solvent like CH3OH always favors the elimination of the proton from the side of more substituted Catom.

Interpretation Introduction

(c)

Interpretation: The enolates that are formed by the reaction of the given ketone with LDA present in the THF solution and with NaOCH3 present in CH3OH solution are to be identified.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

The bulky base like LDA always abstracts the proton from the side of less substituted Catom. The strong base, NaOCH3 which is present in protic solvent like CH3OH always favors the elimination of the proton from the side of more substituted Catom.

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Chapter 21 Solutions

Organic Chemistry (6th Edition)

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