Chapter 19, Problem 19.10P

What alcohol can be oxidized to each carboxylic acid?

a. b. c.

Interpretation Introduction

(a)

Interpretation: Alcohol that can be oxidized to the given carboxylic acid is to be identified.

Concept introduction: Carboxylic acids are the carbon compounds that contain carboxyl group as a major functional group. They are polar in nature due to electronegativity difference between the atoms in a compound. They sometimes exist as a dimer. Dimers are the compounds that consist of two monomer units connected by bonds or forces. Carboxylic acids can be synthesized from alkynes, alkene, benzene derivatives, alcohol and allylic halides by using different reagents.

Answer to Problem 19.10P

Alcohol that can be oxidized to the given carboxylic acid is ${\text{CH}}_{\text{3}}{\left({\text{CH}}_{\text{2}}\right)}_{\text{5}}\text{OH}$.

Explanation of Solution

The structure of alcohol that can be oxidized to the given carboxylic acid is shown below.

Figure 1

The compound in the figure is ${\text{CH}}_{\text{3}}{\left({\text{CH}}_{\text{2}}\right)}_{\text{5}}\text{OH}$, which is primary alcohol. Both $\text{C}-\text{H}$ bonds of ${\text{CH}}_{\text{3}}{\left({\text{CH}}_{\text{2}}\right)}_{\text{5}}\text{OH}$ is replaced by $\text{C}-\text{O}$ bonds. The reagents required to convert $1°$ alcohol into carboxylic acid is ${\text{Na}}_{\text{2}}{\text{Cr}}_{\text{2}}{\text{O}}_{\text{7}}$, ${\text{K}}_{\text{2}}{\text{Cr}}_{\text{2}}{\text{O}}_{\text{7}}$, ${\text{CrO}}_{\text{3}}$ in the presence of water and sulphuric acid. All these are oxidizing agents. Therefore, the alcoholic compound ${\text{CH}}_{\text{3}}{\left({\text{CH}}_{\text{2}}\right)}_{\text{5}}\text{OH}$ is oxidized to given carboxylic acid.

Conclusion

Alcohol that can be oxidized to the given carboxylic acid is ${\text{CH}}_{\text{3}}{\left({\text{CH}}_{\text{2}}\right)}_{\text{5}}\text{OH}$.

Interpretation Introduction

(b)

Interpretation: Alcohol that can be oxidized to the given carboxylic acid is to be identified.

Concept introduction: Carboxylic acids are the carbon compounds that contain carboxyl group as a major functional group. They are polar in nature due to electronegativity difference between the atoms in a compound. These sometimes exist as a dimer. Dimers are the compounds that consist of two monomer units connected by bonds or forces. Carboxylic acids can be synthesized from alkynes, alkene, benzene derivatives, alcohol and allylic halides by using different reagents.

Answer to Problem 19.10P

Alcohol that can be oxidized to the given carboxylic acid is ${\left({\text{CH}}_{\text{3}}\right)}_{\text{2}}{\text{CHCH}}_2\text{OH}$

Explanation of Solution

The given carboxylic acid is ${\left({\text{CH}}_{\text{3}}\right)}_{\text{2}}\text{CHCOOH}$. The alcohol that can be oxidized to ${\left({\text{CH}}_{\text{3}}\right)}_{\text{2}}\text{CHCOOH}$ is ${\left({\text{CH}}_{\text{3}}\right)}_{\text{2}}{\text{CHCH}}_2\text{OH}$, which is primary alcohol. Both $\text{C}-\text{H}$ bonds of ${\left({\text{CH}}_{\text{3}}\right)}_{\text{2}}{\text{CHCH}}_2\text{OH}$ is replaced by $\text{C}-\text{O}$ bonds. The reagents required to convert $1°$ alcohol into carboxylic acid is ${\text{Na}}_{\text{2}}{\text{Cr}}_{\text{2}}{\text{O}}_{\text{7}}$, ${\text{K}}_{\text{2}}{\text{Cr}}_{\text{2}}{\text{O}}_{\text{7}}$, ${\text{CrO}}_{\text{3}}$ in the presence of water and sulphuric acid. All these are oxidizing agents. Therefore, the alcoholic compound ${\left({\text{CH}}_{\text{3}}\right)}_{\text{2}}{\text{CHCH}}_2\text{OH}$ is oxidized to given carboxylic acid.

Conclusion

Alcohol that can be oxidized to the given carboxylic acid is ${\left({\text{CH}}_{\text{3}}\right)}_{\text{2}}{\text{CHCH}}_2\text{OH}$.

Interpretation Introduction

(c)

Interpretation: Alcohol that can be oxidized to the given carboxylic acid is to be identified.

Concept introduction: Carboxylic acids are the carbon compounds that contain carboxyl group as a major functional group. They are polar in nature due to electronegativity difference between the atoms in a compound. These sometimes exist as a dimer. Dimers are the compounds that consist of two monomer units connected by bonds or forces. Carboxylic acids can be synthesized from alkynes, alkene, benzene derivatives, alcohol and allylic halides by using different reagents.

Answer to Problem 19.10P

Alcohol that can be oxidized to the given carboxylic acid is ${\text{C}}_{\text{6}}{\text{H}}_{\text{11}}{\text{CH}}_{\text{2}}\text{OH}$.

Explanation of Solution

The structure of alcohol that can be oxidized to the given carboxylic acid is shown below.

Figure 2

The compound in the figure is ${\text{C}}_{\text{6}}{\text{H}}_{\text{11}}{\text{CH}}_{\text{2}}\text{OH}$, which is primary alcohol. Both $\text{C}-\text{H}$ bonds of primary alcohol is replaced by $\text{C}-\text{O}$ bonds. The reagents required to convert $1°$ alcohol into carboxylic acid is ${\text{Na}}_{\text{2}}{\text{Cr}}_{\text{2}}{\text{O}}_{\text{7}}$, ${\text{K}}_{\text{2}}{\text{Cr}}_{\text{2}}{\text{O}}_{\text{7}}$, ${\text{CrO}}_{\text{3}}$ in the presence of water and sulphuric acid. All these are oxidizing agents. Therefore, the alcoholic compound ${\text{C}}_{\text{6}}{\text{H}}_{\text{11}}{\text{CH}}_{\text{2}}\text{OH}$ is oxidized to given carboxylic acid.

Conclusion

Alcohol that can be oxidized to the given carboxylic acid is ${\text{C}}_{\text{6}}{\text{H}}_{\text{11}}{\text{CH}}_{\text{2}}\text{OH}$.