Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 19, Problem 19.1P
Interpretation Introduction

(a)

Interpretation:

The structure for the compound isobutryaldehyde is to be drawn.

Concept introduction:

IUPAC stands for International Union of Pure and Applied Chemistry. The IUPAC gave certain rules which are used worldwide to name the organic compounds. Due to IUPAC naming, each compound has a unique name which is different from their common name.

Expert Solution
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Answer to Problem 19.1P

The structure of isobutrylaldehyde is shown below.

Organic Chemistry, Chapter 19, Problem 19.1P , additional homework tip  1

Explanation of Solution

Isobutrylaldehyde is a compound containing 4 carbon atoms and aldehyde as a functional group. In the naming of a compound first the parent chain has to be identified and in this compound, the parent chain is propane and methyl group (CH3) acts as a substituent. So, the structure of the compound is given below.

Organic Chemistry, Chapter 19, Problem 19.1P , additional homework tip  2

Figure 1

The IUPAC name of the compound is 2methylpropanal.

Conclusion

The structure for the compound isobutrylaldehyde is shown in Figure 1.

Interpretation Introduction

(b)

Interpretation:

The structure for the compound valerophenone is to be drawn.

Concept introduction:

IUPAC stands for International Union of Pure and Applied Chemistry. The IUPAC gave certain rules which are used worldwide to name the organic compounds. Due to IUPAC naming, each compound has a unique name which is different from their common name.

Expert Solution
Check Mark

Answer to Problem 19.1P

The structure of valerophenone is given below.

Organic Chemistry, Chapter 19, Problem 19.1P , additional homework tip  3

Explanation of Solution

Valerophenone is the name of the compound having 1 phenyl ring, 1 butyl group and ketone as the functional group. This compound is an aromatic compound. According to IUPAC nomenclature valerophenone can be named as 1-phenylpentan-1-one. The structure for the compound is shown below.

Organic Chemistry, Chapter 19, Problem 19.1P , additional homework tip  4

Figure 2

Conclusion

The structure for the compound valerophenone is shown in Figure 2.

Interpretation Introduction

(c)

Interpretation:

The structure for the compound obromoacetophenone is to be drawn.

Concept introduction:

IUPAC stands for International Union of Pure and Applied Chemistry. The IUPAC gave certain rules which are used worldwide to name the organic compounds. Due to IUPAC naming, each compound has a unique name which is different from their common name.

Expert Solution
Check Mark

Answer to Problem 19.1P

The structure of obromoacetophenone is shown below.

Organic Chemistry, Chapter 19, Problem 19.1P , additional homework tip  5

Explanation of Solution

The compound obromoacetophenone contains one phenyl ring and an acetyl group. Bromine is attached to the ortho position which is the second position of the phenyl ring this also indicates that the benzene ring is disubstituted. The structure for the compound is shown below.

Organic Chemistry, Chapter 19, Problem 19.1P , additional homework tip  6

Figure 3

Conclusion

The structure of the compound obromoacetophenone is shown in Figure 3.

Interpretation Introduction

(d)

Interpretation:

The structure for the compound γ-chlorobutyraldehyde is to be drawn.

Concept introduction:

IUPAC stands for International Union of Pure and Applied Chemistry. The IUPAC gave certain rules which are used worldwide to name the organic compounds. Due to IUPAC naming, each compound has a unique name which is different from their common name.

Expert Solution
Check Mark

Answer to Problem 19.1P

The structure of the compound γchlorobutyraldehyde is given below.

Organic Chemistry, Chapter 19, Problem 19.1P , additional homework tip  7

Explanation of Solution

The compound given in the question is γchlorobutyraldehyde which have aldehyde as the functional group. The symbol γ used in γchlorobutyraldehyde denotes the position of the carbon atom to which chlorine is attached. The structure of the compound γ-chlorobutyraldehyde is shown in the figure below.

Organic Chemistry, Chapter 19, Problem 19.1P , additional homework tip  8

Figure 4

The IUPAC name of the compound is 4-chlorobutanal.

Conclusion

The structure of the compound γchlorobutyraldehyde is shown in Figure 4.

Interpretation Introduction

(e)

Interpretation:

The structure for the compound 3hydroxy2butanone is to be drawn.

Concept introduction:

IUPAC stands for International Union of Pure and Applied Chemistry. The IUPAC gave certain rules which are used worldwide to name the organic compounds. Due to IUPAC naming, each compound has a unique name which is different from their common name.

Expert Solution
Check Mark

Answer to Problem 19.1P

The structure for the compound 3hydroxy2butanone is given below.

Organic Chemistry, Chapter 19, Problem 19.1P , additional homework tip  9

Explanation of Solution

The compound 3hydroxy2butanone is a compound having 4 carbon atoms and ketone as the functional group, hydroxy group act as a substituent. The priority of ketone is higher than that of the alcohol group so it is considered as a substituent.

This compound is also known as acetyl methyl carbinol. The structure of the compound is shown below.

Organic Chemistry, Chapter 19, Problem 19.1P , additional homework tip  10

Figure 5

Conclusion

The structure of the compound 3hydroxy2butanone is shown in Figure 5.

Interpretation Introduction

(f)

Interpretation:

The structure for the compound 4(2chlorobutyryl)benzaldehyde is to be drawn.

Concept introduction:

IUPAC stands for International Union of Pure and Applied Chemistry. The IUPAC gave certain rules which are used worldwide to name the organic compounds. Due to IUPAC naming, each compound has a unique name which is different from their common name.

Expert Solution
Check Mark

Answer to Problem 19.1P

The structure for the compound 4(2chlorobutyryl)benzaldehyde is shown below.

Organic Chemistry, Chapter 19, Problem 19.1P , additional homework tip  11

Explanation of Solution

The compound 4(2chlorobutyryl)benzaldehyde is an aromatic compound due to the presence of a benzene ring which is disubstituted. The compound contains aldehyde as the functional group. Chlorine is attached as a substituent. The structure of the compound 4(2chlorobutyryl)benzaldehyde is given below.

Organic Chemistry, Chapter 19, Problem 19.1P , additional homework tip  12

Figure 6

Conclusion

The structure of the compound 4(2chlorobutyryl)benzaldehyde is shown in Figure 6.

Interpretation Introduction

(g)

Interpretation:

The structure for the compound 3cyclohexenone is to be drawn.

Concept introduction:

IUPAC stands for International Union of Pure and Applied Chemistry. The IUPAC gave certain rules which are used worldwide to name the organic compounds. Due to IUPAC naming, each compound has a unique name which is different from their common name

Expert Solution
Check Mark

Answer to Problem 19.1P

The structure for the compound 3cyclohexenone is shown below.

Organic Chemistry, Chapter 19, Problem 19.1P , additional homework tip  13

Explanation of Solution

The compound 3cyclohexenone is a cyclic structure having one double bond at position 3 and ketone being the main functional group. This compound is a nonaromatic compound as there is no conjugation present. The structure of the compound 3cyclohexenone is shown in the figure below.

Organic Chemistry, Chapter 19, Problem 19.1P , additional homework tip  14

Figure 7

Conclusion

The structure of the compound 3cyclohexenone is given in Figure 7.

Interpretation Introduction

(h)

Interpretation:

The structure for the compound 2oxocyclopentanecarbaldehyde is to be drawn.

Concept introduction:

IUPAC stands for International Union of Pure and Applied Chemistry. The IUPAC gave certain rules which are used worldwide to name the organic compounds. Due to IUPAC naming, each compound has a unique name which is different from their common name

Expert Solution
Check Mark

Answer to Problem 19.1P

The structure of the compound 2oxocyclopentanecarbaldehyde is shown below.

Organic Chemistry, Chapter 19, Problem 19.1P , additional homework tip  15

Explanation of Solution

The compound 2oxocyclopentanecarbaldehyde has aldehyde as a functional group. The suffix carbaldehyde is used when the aldehyde group is attached to a ring or ring atoms. The oxo group is attached at the second position of the ring. The structure for the compound is shown in the figure below.

Organic Chemistry, Chapter 19, Problem 19.1P , additional homework tip  16

Figure 8

Conclusion

The structure of the compound 2oxocyclopentanecarbaldehyde is shown in Figure 8.

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Chapter 19 Solutions

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