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 21.8, Problem 16P
Interpretation Introduction

(a)

Interpretation: The product that is formed by the reaction of the given compound with LDA in the presence of THF solution at low temperature, followed by CH3CH2I is 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.

Interpretation Introduction

(b)

Interpretation: The product that is formed by the reaction of the given compound with LDA in the presence of THF solution at low temperature, followed by CH3CH2I is 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.

Interpretation Introduction

(c)

Interpretation: The product that is formed by the reaction of the given compound with LDA in the presence of THF solution at low temperature, followed by CH3CH2I is 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.

Interpretation Introduction

(d)

Interpretation: The product that is formed by the reaction of the given compound with LDA in the presence of THF solution at low temperature, followed by CH3CH2I is 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.

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Draw the product formed when (CH3)2CHOH is treated with each reagent (a, b and c)
Draw the product formed when (CH3)2CHOH is treated with each reagent (d, e and f)
(a) Give an acceptable name for each compound, (b) Draw the organic products formed when A or B is treated with each reagent: [1] H3O+; [2] −OH, H2O; [3] CH3CH2CH2MgBr (excess), then H2O; [4] LiAlH4, then H2O.

Chapter 21 Solutions

Organic Chemistry (6th Edition)

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