Organic Chemistry
Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 17, Problem 17.28P

Give the IUPAC name for each compounds.

a. Chapter 17, Problem 17.28P, 17.27 	Give the IUPAC name for each compounds.
	a. 	c. 	e. 		g. 
	b. 	d. 	f. 	h. 
 , example  1 c. Chapter 17, Problem 17.28P, 17.27 	Give the IUPAC name for each compounds.
	a. 	c. 	e. 		g. 
	b. 	d. 	f. 	h. 
 , example  2 e. Chapter 17, Problem 17.28P, 17.27 	Give the IUPAC name for each compounds.
	a. 	c. 	e. 		g. 
	b. 	d. 	f. 	h. 
 , example  3 g. Chapter 17, Problem 17.28P, 17.27 	Give the IUPAC name for each compounds.
	a. 	c. 	e. 		g. 
	b. 	d. 	f. 	h. 
 , example  4

b. Chapter 17, Problem 17.28P, 17.27 	Give the IUPAC name for each compounds.
	a. 	c. 	e. 		g. 
	b. 	d. 	f. 	h. 
 , example  5 d. Chapter 17, Problem 17.28P, 17.27 	Give the IUPAC name for each compounds.
	a. 	c. 	e. 		g. 
	b. 	d. 	f. 	h. 
 , example  6 f. Chapter 17, Problem 17.28P, 17.27 	Give the IUPAC name for each compounds.
	a. 	c. 	e. 		g. 
	b. 	d. 	f. 	h. 
 , example  7 h. Chapter 17, Problem 17.28P, 17.27 	Give the IUPAC name for each compounds.
	a. 	c. 	e. 		g. 
	b. 	d. 	f. 	h. 
 , example  8

Expert Solution
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Interpretation Introduction

(a)

Interpretation: The IUPAC name of the given compound is to be stated.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for benzene derivatives are:

1. The compound consists of benzene ring is named as substituent followed by benzene.

2. When the ring is mono-substituted, then there is no need of numbering.

3. When the ring is substituted with same substituents, then numbering to one substituent is given and for other substituent, numbering proceed from clockwise or anticlockwise such that it gets lower number.

4. When the ring is substituted with different substituents, then the numbering is done according to priority.

5. Substituents on benzene ring is also indicated using ortho, meta, para prefix. The prefix ortho is used when substituents are on adjacent carbon, meta is used when substituents are separated by one carbon atom, para is used when substituents are across each other in benzene ring.

Answer to Problem 17.28P

The IUPAC name of the given compound is sec-butylbenzene.

Explanation of Solution

The given compound is,

Organic Chemistry, Chapter 17, Problem 17.28P , additional homework tip  1

Figure 1

The parent ring is benzene. The substituent attached to the benzene ring is sec-butyl. Therefore, the IUPAC name of the given compound is sec-butylbenzene.

Conclusion

The IUPAC name of the given compound is sec-butylbenzene.

Expert Solution
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Interpretation Introduction

(b)

Interpretation: The IUPAC name of the given compound is to be stated.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for benzene derivatives are:

1. The compound consists of benzene ring is named as substituent followed by benzene.

2. When the ring is mono-substituted, then there is no need of numbering.

3. When the ring is substituted with same substituents, then numbering to one substituent is given and for other substituent, numbering proceed from clockwise or anticlockwise such that it gets lower number.

4. When the ring is substituted with different substituents, then the numbering is done according to priority.

5. Substituents on benzene ring is also indicated using ortho, meta, para prefix. The prefix ortho is used when substituents are on adjacent carbon, meta is used when substituents are separated by one carbon atom, para is used when substituents are across each other in benzene ring.

Answer to Problem 17.28P

The IUPAC name of the given compound is 1-chloro-3-ethylbenzene.

Explanation of Solution

The given compound is,

Organic Chemistry, Chapter 17, Problem 17.28P , additional homework tip  2

Figure 2

The parent ring is benzene. Chlorine atom is present on first carbon atom and ethyl group is present on third carbon atom. The two substituents are separated by one carbon atom. The IUPAC name of the given compound is 1-chloro-3-ethylbenzene.

Conclusion

The IUPAC name of the given compound is 1-chloro-3-ethylbenzene.

Expert Solution
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Interpretation Introduction

(c)

Interpretation: The IUPAC name of the given compound is to be stated.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for benzene derivatives are:

1. The compound consists of benzene ring is named as substituent followed by benzene.

2. When the ring is mono-substituted, then there is no need of numbering.

3. When the ring is substituted with same substituents, then numbering to one substituent is given and for other substituent, numbering proceed from clockwise or anticlockwise such that it gets lower number.

4. When the ring is substituted with different substituents, then the numbering is done according to priority.

5. Substituents on benzene ring is also indicated using ortho, meta, para prefix. The prefix ortho is used when substituents are on adjacent carbon, meta is used when substituents are separated by one carbon atom, para is used when substituents are across each other in benzene ring.

Answer to Problem 17.28P

The IUPAC name of the given compound is 1-chloro-4-methylbenzene.

Explanation of Solution

The given compound is,

Organic Chemistry, Chapter 17, Problem 17.28P , additional homework tip  3

Figure 3

The parent ring is benzene. Chlorine atom is present on first carbon atom and methyl group is present on fourth carbon atom. The two substituents are across each other in benzene ring. The IUPAC name of the given compound is 1-chloro-4-methylbenzene.

Conclusion

The IUPAC name of the given compound is 1-chloro-4-methylbenzene.

Expert Solution
Check Mark
Interpretation Introduction

(d)

Interpretation: The IUPAC name of the given compound is to be stated.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for benzene derivatives are:

1. The compound consists of benzene ring is named as substituent followed by benzene.

2. When the ring is mono-substituted, then there is no need of numbering.

3. When the ring is substituted with same substituents, then numbering to one substituent is given and for other substituent, numbering proceed from clockwise or anticlockwise such that it gets lower number.

4. When the ring is substituted with different substituents, then the numbering is done according to priority.

5. Substituents on benzene ring is also indicated using ortho, meta, para prefix. The prefix ortho is used when substituents are on adjacent carbon, meta is used when substituents are separated by one carbon atom, para is used when substituents are across each other in benzene ring.

Answer to Problem 17.28P

The IUPAC name of the given compound is 2-chloroaniline.

Explanation of Solution

The given compound is,

Organic Chemistry, Chapter 17, Problem 17.28P , additional homework tip  4

Figure 4

The parent ring is aniline. Chlorine atom and amine group are adjacent to each other in benzene ring. The IUPAC name of the given compound is 2-chloroaniline.

Conclusion

The IUPAC name of the given compound is 2-chloroaniline.

Expert Solution
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Interpretation Introduction

(e)

Interpretation: The IUPAC name of the given compound is to be stated.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for a benzene derivatives are:

1. The compound consists of benzene ring is named as substituent followed by benzene.

2. When the ring is mono-substituted, then there is no need of numbering.

3. When the ring is substituted with same substituents, then numbering to one substituent is given and for other substituent, numbering proceed from clockwise or anticlockwise such that it gets lower number.

4. When the ring is substituted with different substituents, then the numbering is done according to priority.

5. Substituents on benzene ring is also indicated using ortho, meta, para prefix. The prefix ortho is used when substituents are on adjacent carbon, meta is used when substituents are separated by one carbon atom, para is used when substituents are across each other in benzene ring.

Answer to Problem 17.28P

The IUPAC name of the given compound is 2, 3-dibromoaniline.

Explanation of Solution

The given compound is,

Organic Chemistry, Chapter 17, Problem 17.28P , additional homework tip  5

Figure 5

The parent ring is aniline. Two bromine atoms are present on second and third position. When same substituents are present then prefix depends on number of substituents are used. The IUPAC name of the given compound is 2, 3-dibromoaniline.

Conclusion

The IUPAC name of the given compound is 2, 3-dibromoaniline.

Expert Solution
Check Mark
Interpretation Introduction

(f)

Interpretation: The IUPAC name of the given compound is to be stated.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for a benzene derivatives are:

1. The compound consists of benzene ring is named as substituent followed by benzene.

2. When the ring is mono-substituted, then there is no need of numbering.

3. When the ring is substituted with same substituents, then numbering to one substituent is given and for other substituent, numbering proceed from clockwise or anticlockwise such that it gets lower number.

4. When the ring is substituted with different substituents, then the numbering is done according to priority.

5. Substituents on benzene ring is also indicated using ortho, meta, para prefix. The prefix ortho is used when substituents are on adjacent carbon, meta is used when substituents are separated by one carbon atom, para is used when substituents are across each other in benzene ring.

Answer to Problem 17.28P

The IUPAC name of the given compound is 2, 5-dinitrophenol.

Explanation of Solution

The given compound is,

Organic Chemistry, Chapter 17, Problem 17.28P , additional homework tip  6

Figure 6

The parent ring is phenol. Two nitro groups are present on second and fifth position. When same substituents are present then prefix depends on number of substituents are used. The IUPAC name of the given compound is 2, 5-dinitrophenol.

Conclusion

The IUPAC name of the given compound is 2, 5-dinitrophenol.

Expert Solution
Check Mark
Interpretation Introduction

(g)

Interpretation: The IUPAC name of the given compound is to be stated.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for a benzene derivatives are:

1. The compound consists of benzene ring is named as substituent followed by benzene.

2. When the ring is mono-substituted, then there is no need of numbering.

3. When the ring is substituted with same substituents, then numbering to one substituent is given and for other substituent, numbering proceed from clockwise or anticlockwise such that it gets lower number.

4. When the ring is substituted with different substituents, then the numbering is done according to priority.

5. Substituents on benzene ring is also indicated using ortho, meta, para prefix. The prefix ortho is used when substituents are on adjacent carbon, meta is used when substituents are separated by one carbon atom, para is used when substituents are across each other in benzene ring.

Answer to Problem 17.28P

The IUPAC name of the given compound is 1-ethyl-3-isopropyl-5-propylbenzene.

Explanation of Solution

The given compound is,

Organic Chemistry, Chapter 17, Problem 17.28P , additional homework tip  7

Figure 7

The parent ring is benzene. Ethyl group is present on second carbon atom, isopropyl group on third carbon atom and propyl group on fifth position. When same substituents are present then prefix depends on number of substituents are used. The IUPAC name of the given compound is 1-ethyl-3-isopropyl-5-propylbenzene.

Conclusion

The IUPAC name of the given compound is 1-ethyl-3-isopropyl-5-propylbenzene.

Expert Solution
Check Mark
Interpretation Introduction

(h)

Interpretation: The IUPAC name of the given compound is to be stated.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for a cycloalkane are:

1. The cycloalkane is named after its parent hydrocarbon chain with a prefix cyclo.

2. When the ring is mono-substituted then there is no need of numbering.

3. When the ring is substituted with same substituents then numbering to one substituent is given and for other substituent numbering proceed from clockwise or anticlockwise such that it gets lower number.

4. When the ring is substituted with different substituents, then the numbering is done according to priority.

5. When alkyl chain has more carbon atoms than the cycloalkane then, the substituent is named as cycloalkyl group.

Answer to Problem 17.28P

The IUPAC name of the given compound is cis-1-bromo-2-phenylcyclohexane.

Explanation of Solution

The given compound is,

Organic Chemistry, Chapter 17, Problem 17.28P , additional homework tip  8

Figure 8

The number of carbon atoms in ring is six. Hence, its parent cycloalkane is cyclohexane.. Bromine atom is present on first carbon atom and phenyl group is present on second carbon atom. Both groups points in the same direction. The IUPAC name of the given compound is cis-1-bromo-2-phenylcyclohexane.

Conclusion

The IUPAC name of the given compound is cis-1-bromo-2-phenylcyclohexane.

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Chapter 17 Solutions

Organic Chemistry

Ch. 17 - Prob. 17.11PCh. 17 - Prob. 17.12PCh. 17 - Prob. 17.13PCh. 17 - Problem 17.14 Januvia, the trade name for...Ch. 17 - Prob. 17.15PCh. 17 - Prob. 17.16PCh. 17 - Problem 17.16 Rank the following compounds in...Ch. 17 - Problem 17.17 Draw the seven resonance structures...Ch. 17 - Prob. 17.19PCh. 17 - Prob. 17.20PCh. 17 - Prob. 17.21PCh. 17 - Prob. 17.22PCh. 17 - Problem 17.22 How many NMR signals does ...Ch. 17 - 17.23 Name each compound and state how many lines...Ch. 17 - Prob. 17.25PCh. 17 - Prob. 17.26PCh. 17 - Prob. 17.27PCh. 17 - 17.27 Give the IUPAC name for each compounds. a....Ch. 17 - 17.28 Draw a structure corresponding to each...Ch. 17 - 17.29 a. Draw the 14 constitutional isomers of...Ch. 17 - Prob. 17.31PCh. 17 - Prob. 17.32PCh. 17 - Prob. 17.33PCh. 17 - 17.33 Label each compound as aromatic,...Ch. 17 - Prob. 17.35PCh. 17 - 17.35 Pentalene, azulene, and heptalene are...Ch. 17 - 17.36 The purine heterocycle occurs commonly in...Ch. 17 - 17.38 How many electrons does C contain? How...Ch. 17 - Prob. 17.39PCh. 17 - 17.40 Explain the observed rate of reactivity of...Ch. 17 - 17.41 Draw a stepwise mechanism for the following...Ch. 17 - Prob. 17.42PCh. 17 - 17.43 Draw additional resonance structures for...Ch. 17 - Prob. 17.44PCh. 17 - Prob. 17.45PCh. 17 - 17.46 Which compound in each pair is the stronger...Ch. 17 - 17.47 Treatment of indene with forms its...Ch. 17 - Prob. 17.48PCh. 17 - 17.49 Draw the conjugate bases of pyrrole and...Ch. 17 - 17.50 a. Explain why protonation of pyrrole occurs...Ch. 17 - Prob. 17.51PCh. 17 - Prob. 17.52PCh. 17 - 17.53 How many signals does each compound...Ch. 17 - 17.54 Which of the diethylbenzene isomers (ortho,...Ch. 17 - 17.55 Propose a structure consistent with each...Ch. 17 - 17.56 Propose a structure consistent with each...Ch. 17 - 17.57 Thymol (molecular formula ) is the major...Ch. 17 - 17.58 You have a sample of a compound of molecular...Ch. 17 - 17.59 Explain why tetrahydrofuran has a higher...Ch. 17 - 17.61 Zolpidem (trade name Ambien) promotes the...Ch. 17 - 17.62 Answer the following questions about...Ch. 17 - 17.63 Stanozolol is an anabolic steroid that...Ch. 17 - Prob. 17.63PCh. 17 - 17.65 Use the observed data to decide whether C...Ch. 17 - Prob. 17.65PCh. 17 - Prob. 17.66PCh. 17 - Prob. 17.67PCh. 17 - 17.69 Although benzene itself absorbs at in its ...
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