Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
Question
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Chapter 6, Problem 37P

(a)

Interpretation Introduction

Interpretation:

The major product for the given reaction has to be determined.

Concept introduction:

Electrophile: Electrophiles are electron deficient compounds which accepts electrons from nucleophiles that results in bond formation.

Electrophilic addition: It is a type of addition reaction in which the pi bond present in the molecule breaks as the electrophile approaches and results in the formation of product with sigma bond.

Carbocation: it is carbon ion that bears a positive charge on it.

Carbocation stability order:

Essential Organic Chemistry (3rd Edition), Chapter 6, Problem 37P , additional homework tip  1

(b)

Interpretation Introduction

Interpretation:

The major product for the given reaction has to be determined.

Concept introduction:

Electrophile: Electrophiles are electron deficient compounds which accepts electrons from nucleophiles that results in bond formation.

Electrophilic addition: It is a type of addition reaction in which the pi bond present in the molecule breaks as the electrophile approaches and results in the formation of product with sigma bond.

Carbocation: it is carbon ion that bears a positive charge on it.

Carbocation stability order:

Essential Organic Chemistry (3rd Edition), Chapter 6, Problem 37P , additional homework tip  2

(c)

Interpretation Introduction

Interpretation:

The major product for the given reaction has to be determined.

Concept introduction:

Nucleophile: Nucleophiles are electron rich compounds which donates electrons to electrophilic compounds which results in bond formation.

Electrophile: Electrophiles are electron deficient compounds which accepts electrons from nucleophiles that results in bond formation.

Electrophilic addition: It is a type of addition reaction in which the pi bond present in the molecule breaks as the electrophile approaches and results in the formation of product with sigma bond.

Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.

First step is the acid donates proton to the alkene which leads to the formation of more stable carbo cation.

Then, the water is added to the given alkene through acid catalyzed reaction where the water gets added to the carbo cation finally, the removal of one proton from oxonium ion (oxygen with one positive charge) using water results in the formation of product.

Carbocation: it is carbon ion that bears a positive charge on it.

Carbocation stability order:

Essential Organic Chemistry (3rd Edition), Chapter 6, Problem 37P , additional homework tip  3

(d)

Interpretation Introduction

Interpretation:

The major product for the given reaction has to be determined.

Concept introduction:

Nucleophile: Nucleophiles are electron rich compounds which donates electrons to electrophilic compounds which results in bond formation.

Electrophile: Electrophiles are electron deficient compounds which accepts electrons from nucleophiles that results in bond formation.

Electrophilic addition: It is a type of addition reaction in which the pi bond present in the molecule breaks as the electrophile approaches and results in the formation of product with sigma bond.

Addition of halogen to an alkene: The addition of halogen to an alkene compound forms cyclic 3 membered intermediate as the first step which then the leads to the product formation. Example for this is as follows,

Essential Organic Chemistry (3rd Edition), Chapter 6, Problem 37P , additional homework tip  4

Carbocation: it is carbon ion that bears a positive charge on it.

Carbocation stability order:

Essential Organic Chemistry (3rd Edition), Chapter 6, Problem 37P , additional homework tip  5

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Consider the following reaction. CH3CH₂CH=CHCOH HCI CH3CH₂CH CHCOH c₁ CH3CH₂CH- H O CHCOH H CI this product is not observed Account for the fact that this reaction yields only a single product by drawing the carbocation intermediate leading to the observed product.
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Essential Organic Chemistry (3rd Edition)

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