Organic Chemistry
Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 18, Problem 18.38P

Draw the products of each reaction.

a. Chapter 18, Problem 18.38P, 18.38 Draw the products of each reaction.
	a. 		d. 
	b.	e. 
	c. 		f. 
 , example  1 d. Chapter 18, Problem 18.38P, 18.38 Draw the products of each reaction.
	a. 		d. 
	b.	e. 
	c. 		f. 
 , example  2

b.Chapter 18, Problem 18.38P, 18.38 Draw the products of each reaction.
	a. 		d. 
	b.	e. 
	c. 		f. 
 , example  3 e. Chapter 18, Problem 18.38P, 18.38 Draw the products of each reaction.
	a. 		d. 
	b.	e. 
	c. 		f. 
 , example  4

c. Chapter 18, Problem 18.38P, 18.38 Draw the products of each reaction.
	a. 		d. 
	b.	e. 
	c. 		f. 
 , example  5 f. Chapter 18, Problem 18.38P, 18.38 Draw the products of each reaction.
	a. 		d. 
	b.	e. 
	c. 		f. 
 , example  6

Expert Solution
Check Mark
Interpretation Introduction

(a)

Interpretation: The products of given reaction are to be drawn.

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 electron deficient chemical species that contains positive charge are known as electrophile. In electrophilic aromatic substitution reaction, electrophile takes the position of hydrogen atom by attacking the electron rich carbon atom of benzene.

Answer to Problem 18.38P

The products of given reaction are shown below:

Organic Chemistry, Chapter 18, Problem 18.38P , additional homework tip  1

Explanation of Solution

An aromatic compound undergoes nitration on reaction with HNO3 in the presence of H2SO4. The OH group and NO2 group are an electron donating and electron withdrawing group, respectively. The position of incoming nitro group is determined by OH group as its +R effect is more than the R effect of NO2 group. Therefore, the products of given reaction are,

Organic Chemistry, Chapter 18, Problem 18.38P , additional homework tip  2

Figure 1

Conclusion

The products of given reaction are shown in Figure 1.

Expert Solution
Check Mark
Interpretation Introduction

(b)

Interpretation: The products of given reaction are to be drawn.

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 electron deficient chemical species that contains positive charge are known as electrophile. In electrophilic aromatic substitution reaction, electrophile takes the position of hydrogen atom by attacking the electron rich carbon atom of benzene.

Answer to Problem 18.38P

The products of given reaction are shown below:

Organic Chemistry, Chapter 18, Problem 18.38P , additional homework tip  3

Explanation of Solution

An aromatic compound undergoes Friedel-Craft alkylation on reaction with RCl in the presence of AlCl3. The Cl group and OC(O)R group is ortho-para directive. However, the position of incoming alkyl group is determined by OC(O)R group as its +R effect is more than the +R effect of Cl group. Therefore, the products of given reaction are,

Organic Chemistry, Chapter 18, Problem 18.38P , additional homework tip  4

Figure 2

Conclusion

The products of given reaction are shown in Figure 2.

Expert Solution
Check Mark
Interpretation Introduction

(c)

Interpretation: The products of given reaction are to be drawn.

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 electron deficient chemical species that contains positive charge are known as electrophile. In electrophilic aromatic substitution reaction, electrophile takes the position of hydrogen atom by attacking the electron rich carbon atom of benzene.

Answer to Problem 18.38P

The products of given reaction are shown below:

Organic Chemistry, Chapter 18, Problem 18.38P , additional homework tip  5

Explanation of Solution

An aromatic compound undergoes bromination on reaction with Br2 in the presence of FeBr3. The CHO group and CH3 group is meta and ortho-para directive, respectively. Therefore, the products of given reaction are,

Organic Chemistry, Chapter 18, Problem 18.38P , additional homework tip  6

Figure 3

Conclusion

The products of given reaction are shown in Figure 3.

Expert Solution
Check Mark
Interpretation Introduction

(d)

Interpretation: The products of given reaction are to be drawn.

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 electron deficient chemical species that contains positive charge are known as electrophile. In electrophilic aromatic substitution reaction, electrophile takes the position of hydrogen atom by attacking the electron rich carbon atom of benzene.

Answer to Problem 18.38P

The products of given reaction are shown below:

Organic Chemistry, Chapter 18, Problem 18.38P , additional homework tip  7

Explanation of Solution

An aromatic compound undergoes chlorination on reaction with Cl2 in the presence of FeCl3. The OCH3 group and C(O)OCH3 group is ortho-para and meta directive, respectively. Therefore, the products of given reaction are,

Organic Chemistry, Chapter 18, Problem 18.38P , additional homework tip  8

Figure 4

Conclusion

The products of given reaction are shown in Figure 4.

Expert Solution
Check Mark
Interpretation Introduction

(e)

Interpretation: The products of given reaction are to be drawn.

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 electron deficient chemical species that contains positive charge are known as electrophile. In electrophilic aromatic substitution reaction, electrophile takes the position of hydrogen atom by attacking the electron rich carbon atom of benzene.

Answer to Problem 18.38P

The products of given reaction are shown below:

Organic Chemistry, Chapter 18, Problem 18.38P , additional homework tip  9

Explanation of Solution

An aromatic compound undergoes sulfonation on reaction with SO3 in the presence of H2SO4. The OCH3 group and Br group are ortho-para directive. The +R effect of OCH3 group is more than the +R effect of Br group. Therefore, the products of given reaction are,

Organic Chemistry, Chapter 18, Problem 18.38P , additional homework tip  10

Figure 5

Conclusion

The products of given reaction are shown in Figure 5.

Expert Solution
Check Mark
Interpretation Introduction

(f)

Interpretation: The products of given reaction are to be drawn.

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 electron deficient chemical species that contains positive charge are known as electrophile. In electrophilic aromatic substitution reaction, electrophile takes the position of hydrogen atom by attacking the electron rich carbon atom of benzene.

Answer to Problem 18.38P

The products of given reaction are shown below:

Organic Chemistry, Chapter 18, Problem 18.38P , additional homework tip  11

Explanation of Solution

In the given reaction, SCH2CH3 acts like a nucleophile. It attacks on the electron deficient carbon atom on benzene ring and undergo nucleophilic aromatic substitution reaction by addition-elimination. Therefore, the products of given reaction are,

Organic Chemistry, Chapter 18, Problem 18.38P , additional homework tip  12

Figure 6

Conclusion

The products of given reaction are shown in Figure 6.

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Chapter 18 Solutions

Organic Chemistry

Ch. 18 - Prob. 18.11PCh. 18 - Prob. 18.12PCh. 18 - Prob. 18.13PCh. 18 - Problem 18.14 Draw all resonance structures for...Ch. 18 - Problem 18.15 Classify each substituent as...Ch. 18 - Prob. 18.16PCh. 18 - Problem 18.17 Label each compound as more or less...Ch. 18 - Problem 18.18 Rank the following compounds in...Ch. 18 - Prob. 18.19PCh. 18 - Problem 18.20 Draw the products of each...Ch. 18 - Prob. 18.21PCh. 18 - Problem 18.22 Draw the products formed when each...Ch. 18 - Problem 18.23 Devise a synthesis of each compound...Ch. 18 - Problem 18.24 Draw the products of each...Ch. 18 - Problem 18.25 Draw a stepwise mechanism for the...Ch. 18 - Problem 18.26 Draw the products of each...Ch. 18 - Prob. 18.27PCh. 18 - Prob. 18.28PCh. 18 - Problem 18.29 How could you use ethylbenzene to...Ch. 18 - Prob. 18.30PCh. 18 - Problem 18.31 What steps are needed to convert...Ch. 18 - Problem 18.32 Synthesize each compound from...Ch. 18 - Problem 18.33 Synthesize each compound from...Ch. 18 - Prob. 18.34PCh. 18 - 18.35 What is the major product formed by an...Ch. 18 - 18.36 Draw the products formed when phenol is...Ch. 18 - Problem 18.37 Draw the products formed when each...Ch. 18 - 18.38 Draw the products of each reaction. a. d....Ch. 18 - 18.39 What products are formed when benzene is...Ch. 18 - 18.40 Draw the products of each reaction. c. d....Ch. 18 - 18.41 You have learned two ways to make an alkyl...Ch. 18 - 18.42 Draw the structure of A, an intermediate in...Ch. 18 - Prob. 18.43PCh. 18 - Prob. 18.44PCh. 18 - 18.45 Explain why each of the following reactions...Ch. 18 - Prob. 18.46PCh. 18 - 18.47 For each of the following substituted...Ch. 18 - 18.48 Consider the tetracyclic aromatic compound...Ch. 18 - 18.49 For each N-substituted benzene, predict...Ch. 18 - Prob. 18.50PCh. 18 - 18.51 Using resonance structures, explain why a...Ch. 18 - Prob. 18.52PCh. 18 - 18.53 Rank the aryl halides in each group in order...Ch. 18 - 18.54 Draw a stepwise mechanism for the following...Ch. 18 - Prob. 18.55PCh. 18 - 18.56 Draw a stepwise, detailed mechanism for the...Ch. 18 - Prob. 18.57PCh. 18 - 18.58 Draw a stepwise mechanism for the following...Ch. 18 - Prob. 18.59PCh. 18 - Prob. 18.60PCh. 18 - Prob. 18.61PCh. 18 - Prob. 18.62PCh. 18 - 18.63 Synthesize each compound from benzene and...Ch. 18 - Problem 18.64 Synthesize each compound from...Ch. 18 - Prob. 18.65PCh. 18 - Prob. 18.66PCh. 18 - Prob. 18.67PCh. 18 - Prob. 18.68PCh. 18 - Problem 18.69 Identify the structures of isomers A...Ch. 18 - Prob. 18.70PCh. 18 - Problem 18.71 Compound X (molecular formula ) was...Ch. 18 - 18.72 Reaction of p-cresol with two equivalents of...Ch. 18 - Prob. 18.73PCh. 18 - The NMR spectrum of phenol () shows three...Ch. 18 - Explain the reactivity and orientation effects...Ch. 18 - Prob. 18.76PCh. 18 - Prob. 18.77PCh. 18 - Prob. 18.78PCh. 18 - Prob. 18.79P
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