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Introduction to General, Organic a...

11th Edition
Frederick A. Bettelheim + 4 others
Publisher: Cengage Learning
ISBN: 9781285869759
BuyFind

Introduction to General, Organic a...

11th Edition
Frederick A. Bettelheim + 4 others
Publisher: Cengage Learning
ISBN: 9781285869759

Solutions

Chapter
Section
Chapter 19, Problem 19.43P
Textbook Problem

3 N,N-Diethyl m-toluamide (DEET) is the active ingredient in several common insect repdllents.

From what acid and amine can DEET be synthesized?

Chapter 19, Problem 19.43P, 3 N,N-Diethyl m-toluamide (DEET) is the active ingredient in several common insect repdllents. From

Expert Solution
Interpretation Introduction

Interpretation:

N, N-diethyl m-toluamide (DEET) is the active ingredient in several common insect repellents. The acid and amine need to be identified from which DEET is synthesized.

Introduction to General, Organic and Biochemistry, Chapter 19, Problem 19.43P , additional homework tip  1

Concept Introduction:

Amides are formed by a reaction with a carboxylic acid and an amine which are the functional groups. This results in the formation of amide bond, in which OH group of carboxylic acid reacts with one of the H in amine group and CO-NH bond is formed. This bond is known as an amide bond.

The mechanism for formation of an amide is as follows taking example of propanoic acid and ethylamine:

Introduction to General, Organic and Biochemistry, Chapter 19, Problem 19.43P , additional homework tip  2

The hydrolysis of amide so formed can give back the carboxylic acid and amine.

Explanation of Solution

The hydrolysis of DEET will be as follows:

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Chapter 19 Solutions

Introduction to General, Organic and Biochemistry
Show all chapter solutions
Ch. 19 - 1 The analgesic phenacetin is synthesized by...Ch. 19 - 2 Phenobarbital is a long-acting sedative,...Ch. 19 - 3 Following is a structural formula for aspartame,...Ch. 19 - 4 Why are nylon-66 and Kevlar referred to as...Ch. 19 - 5 Draw short sections of two parallel chains of...Ch. 19 - 6 Why are Dacron and Mylar referred to as...Ch. 19 - 7 What type of structural feature do the...Ch. 19 - 8 Draw structural formulas for the mono-, di-, and...Ch. 19 - 9 1 ,3-Dihydroxy-2-propanone (dihydroxyacetone)...Ch. 19 - 0 Show how triphosphoric acid can form from three...Ch. 19 - 1 Write an equation for the hydrolysis of...Ch. 19 - 2 (Chemical Connections 19A) Locate the ester...Ch. 19 - 3 (Chemical Connections 19A) What structural...Ch. 19 - 4 (Chemical Connections 19A) A commercial Clothing...Ch. 19 - 5 (Chemical Connections 19B) (a) Identify the...Ch. 19 - 6 (Chemical Connections 19C) What is the compound...Ch. 19 - 7 (Chemical Connections 19C) Name the two...Ch. 19 - 8 (Chemical Connections 19C) Once it has been...Ch. 19 - 9 (Chemical Connections 19C) What is the...Ch. 19 - 0 (Chemical Connections 19D) What is the...Ch. 19 - 1 (Chemical Connections 19D) How do sunscreens...Ch. 19 - 2 (Chemical Connections 19D) What structural...Ch. 19 - (Chemical Connections 19E) Barbiturates are...Ch. 19 - 4 (Chemical Connections 19F) Why do Lactomer...Ch. 19 - 5 Benzocaine, a topical anesthetic, is prepared by...Ch. 19 - 6 The analgesic acetaminophen is synthesized by...Ch. 19 - 7 1,3-Diphosphoglycerate, an intermediate in...Ch. 19 - 8 In Chapter 22, we will discuss a class of...Ch. 19 - 9 We have seen that an amide can be formed from a...Ch. 19 - 0 We will encounter the following molecule in our...Ch. 19 - 1 Starting with ethylene as the only source of...Ch. 19 - 2 From what carboxylic acid and amine or ammonia...Ch. 19 - 3 N,N-Diethyl m-toluamide (DEET) is the active...Ch. 19 - 4 Following are structural formulas for two local...Ch. 19 - 5 Barbiturates are prepared by treating diethyl...Ch. 19 - 6 Consider the experimental antiviral drug...Ch. 19 - 7 ln pharmaceutical research, structural analogs...Ch. 19 - 8 Following is an example of how a moth uses a...Ch. 19 - 9 Only certain types of polymers are readily...

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