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Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079

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Chapter
Section
BuyFindarrow_forward

Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079
Textbook Problem

Draw the structure of the alcohol reactant needed to produce each of the given products under the reaction conditions specified. It is possible that more than one alcohol may qualify as the parent alcohol.

Chapter 3, Problem 3.58EP, Draw the structure of the alcohol reactant needed to produce each of the given products under the , example  1

Chapter 3, Problem 3.58EP, Draw the structure of the alcohol reactant needed to produce each of the given products under the , example  2

Chapter 3, Problem 3.58EP, Draw the structure of the alcohol reactant needed to produce each of the given products under the , example  3

Chapter 3, Problem 3.58EP, Draw the structure of the alcohol reactant needed to produce each of the given products under the , example  4

(a)

Interpretation Introduction

Interpretation:

The structure of alcohol reactant that is need to produce the given product under the given reaction condition has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant.  Alcohol undergoes dehydration reaction to form alkene.  Sulfuric acid acts as a catalyst for hydration of alkene at room temperature.  The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature.  If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant.  This results in the formation of ether.  Primary alcohol when treated with sulfuric acid at lower temperature (140°C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

Explanation

Given reaction is,

From the reaction condition given on the reaction arrow and the product, it is found that the given reaction is a dehydration reaction.  Dehydration of primary alcohol at higher temperature gives alkene as the product.  Therefore, the primary alcohol has to be only 1-propanol.  The structure of the alcohol reactant used and the complete reaction can be given as shown below,

(b)

Interpretation Introduction

Interpretation:

The structure of alcohol reactant that is need to produce the given product under the given reaction condition has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant.  Alcohol undergoes dehydration reaction to form alkene.  Sulfuric acid acts as a catalyst for hydration of alkene at room temperature.  The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature.  If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant.  This results in the formation of ether.  Primary alcohol when treated with sulfuric acid at lower temperature (140°C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(c)

Interpretation Introduction

Interpretation:

The structure of alcohol reactant that is need to produce the given product under the given reaction condition has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant.  Alcohol undergoes dehydration reaction to form alkene.  Sulfuric acid acts as a catalyst for hydration of alkene at room temperature.  The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature.  If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant.  This results in the formation of ether.  Primary alcohol when treated with sulfuric acid at lower temperature (140°C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(d)

Interpretation Introduction

Interpretation:

The structure of alcohol reactant that is need to produce the given product under the given reaction condition has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant.  Alcohol undergoes dehydration reaction to form alkene.  Sulfuric acid acts as a catalyst for hydration of alkene at room temperature.  The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature.  If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant.  This results in the formation of ether.  Primary alcohol when treated with sulfuric acid at lower temperature (140°C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

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