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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 19, Problem 19.4P
Textbook Problem

4 Draw a structural formula for each compound.

(a) Dimethyl carbonate

(b) p-Nitrobenzamide

(c) Ethyl 3-hydroxybutanoate

(d) Diethyl oxalate

(e) Ethyl trans-2-pentenoate

(f) Butanoic anhydride

Expert Solution
Interpretation Introduction

(a)

Interpretation:

To draw the structural formula of given organic compounds.

Concept Introduction:

Ester, amide and anhydride are derivatives of carboxylic acid.

Answer to Problem 19.4P

Introduction to General, Organic and Biochemistry, Chapter 19, Problem 19.4P , additional homework tip  1

Explanation of Solution

We know that CO3-2 is carbonate ion. When two O atoms of this ion are bonded with methyl group it forms dimethyl carbonate. Hence common name of OC(OCH3 )2 is dimethyl carbonate. The IUPAC name of this compound is Methyl carbonate.

Expert Solution
Interpretation Introduction

(b)

Interpretation:

To draw the structural formula of given organic compounds.

Concept Introduction:

Ester, amide and anhydride are derivatives of carboxylic acid.

Answer to Problem 19.4P

Introduction to General, Organic and Biochemistry, Chapter 19, Problem 19.4P , additional homework tip  2

Explanation of Solution

This is a nitro derivative of benzamide in which nitro group is bonded at para position with respect to amide group. Benzamide is C6H5-CONH2 in which the amide group is directly bonded with aromatic ring. Here the nitro-group is bonded at para position.

Expert Solution
Interpretation Introduction

(c)

Interpretation:

To draw the structural formula of given organic compounds.

Concept Introduction:

Ester, amide and anhydride are derivatives of carboxylic acid.

Answer to Problem 19.4P

Introduction to General, Organic and Biochemistry, Chapter 19, Problem 19.4P , additional homework tip  3

Explanation of Solution

Alkyl alkanoate is the general name for ester. Here Alkyl indicates the small alkyl group in RCOOR and alkanoate is RCOO- part. The name given is ethyl 3-hydroxybutanate, hence 3-hydroxybutanate will be RCOO-part and ethyl will be another r of ester. Therefore, the structure of ethyl 3-hydroxybutanate will be CH3CH(OH)CH2COOCH2CH3.

Expert Solution
Interpretation Introduction

(d)

Interpretation:

To draw the structural formula of given organic compounds.

Concept Introduction:

Ester, amide and anhydride are derivatives of carboxylic acid.

Answer to Problem 19.4P

Introduction to General, Organic and Biochemistry, Chapter 19, Problem 19.4P , additional homework tip  4

Explanation of Solution

Diethyl oxalate is the diester of oxalic acid (HOOC-COOH). As name suggested, diethyl stands for two ethyl group bonded at both carbon atoms of oxalic acid hence the formula will be C2H5-OCO-COO-C2H5..

Expert Solution
Interpretation Introduction

(e)

Interpretation:

To draw the structural formula of given organic compounds.

Concept Introduction:

Ester, amide and anhydride are derivatives of carboxylic acid.

Answer to Problem 19.4P

Introduction to General, Organic and Biochemistry, Chapter 19, Problem 19.4P , additional homework tip  5

Ethyl trans-2-pentenoate.

Explanation of Solution

Ethyl trans-2-pentenoate is the ester of 2-pentenoic acid with ethanol. Here trans indicates the position of H on both double bonded carbon atoms. Hence in the formula of ester R1 -COO-R2 ; R2 will be ethyl group from alcohol and R1 will be alkyl group from acid.

Expert Solution
Interpretation Introduction

(f)

Interpretation:

To draw the structural formula of given organic compounds.

Concept Introduction:

Ester, amide and anhydride are derivatives of carboxylic acid.

Answer to Problem 19.4P

Introduction to General, Organic and Biochemistry, Chapter 19, Problem 19.4P , additional homework tip  6

Butanoic anhydride.

Explanation of Solution

Butanoic anhydride is the anhydride of butanoic acid with −COOCO- as functional group. Butanoic acid is CH3-CH2-CH2-COOH. Dehydration or elimination of one water molecule between two butanoic acid forms butanoic anhydride. Hence the structural formula will be CH3-CH2-CH2-COO-CO-CH2-CH2-CH3.

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Chapter 19 Solutions

Introduction to General, Organic and Biochemistry
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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