Chapter 17, Problem 17.67P

What ester is formed when butanoic acid $\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CO}}_{\text{2}}\text{H}\right)$ is treated with each alcohol in the presence of ${\text{H}}_{\text{2}}{\text{SO}}_{\text{4}}$ ?

a. ${\text{CH}}_{\text{3}}\text{OH}$

b. ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}\text{OH}$

c.

d.

Interpretation Introduction

(a)

Interpretation:

The ester formed on treating butanoic acid with CH₃OH in the presence of H₂SO₄ should be determined.

Concept Introduction:

The reaction which results in the formation of at least one ester along with water on heating acids with alcohols is said to be esterification.

Answer to Problem 17.67P

  

Explanation of Solution

The reaction which results in the formation of at least one ester along with water on heating acids with alcohols is said to be esterification.

The general reaction is written as:

  $\begin{array}{l}\text{RCOOH}{\text{+R}}^{\text{'}}\text{OH}\stackrel{{\text{Δ, H}}^{+}}{\to }{\text{RCOOR}}^{\text{'}}\text{+}{\text{H}}_{\text{2}}\text{O}\\ \text{Acid}\text{Alcohol}\text{Ester}\text{water}\end{array}$

Thus, the reaction between CH₃CH₂CH₂COOH (butanoic acid) and methanol is:

  

Interpretation Introduction

(b)

Interpretation:

The ester formed on treating butanoic acid with CH₃CH₂CH₂OH in the presence of H₂SO₄ should be determined.

Concept Introduction:

The reaction which results in the formation of at least one ester along with water on heating acids with alcohols is said to be esterification.

Answer to Problem 17.67P

  

Explanation of Solution

The reaction which results in the formation of at least one ester along with water on heating acids with alcohols is said to be esterification.

The general reaction is written as:

  $\begin{array}{l}\text{RCOOH}{\text{+R}}^{\text{'}}\text{OH}\stackrel{{\text{Δ, H}}^{+}}{\to }{\text{RCOOR}}^{\text{'}}\text{+}{\text{H}}_{\text{2}}\text{O}\\ \text{Acid}\text{Alcohol}\text{Ester}\text{water}\end{array}$

Thus, the reaction between CH₃CH₂CH₂COOH (butanoic acid) and propanol is:

  

Interpretation Introduction

(c)

Interpretation:

The ester formed on treating butanoic acid with following alcohol in the presence of H₂SO₄ should be determined:

  

Concept Introduction:

The reaction which results in the formation of at least one ester along with water on heating acids with alcohols is said to be esterification.

Answer to Problem 17.67P

  

Explanation of Solution

The reaction which results in the formation of at least one ester along with water on heating acids with alcohols is said to be esterification.

The general reaction is written as:

  $\begin{array}{l}\text{RCOOH}{\text{+R}}^{\text{'}}\text{OH}\stackrel{{\text{Δ, H}}^{+}}{\to }{\text{RCOOR}}^{\text{'}}\text{+}{\text{H}}_{\text{2}}\text{O}\\ \text{Acid}\text{Alcohol}\text{Ester}\text{water}\end{array}$

Thus, the reaction between CH₃CH₂CH₂COOH (butanoic acid) and cyclohexanol is:

  

Interpretation Introduction

(d)

Interpretation:

The ester formed on treating butanoic acid with following alcohol in the presence of H₂SO₄ should be determined:

  

Concept Introduction:

The reaction which results in the formation of at least one ester along with water on heating acids with alcohols is said to be esterification.

Answer to Problem 17.67P

  

Explanation of Solution

The reaction which results in the formation of at least one ester along with water on heating acids with alcohols is said to be esterification.

The general reaction is written as:

  $\begin{array}{l}\text{RCOOH}{\text{+R}}^{\text{'}}\text{OH}\stackrel{{\text{Δ, H}}^{+}}{\to }{\text{RCOOR}}^{\text{'}}\text{+}{\text{H}}_{\text{2}}\text{O}\\ \text{Acid}\text{Alcohol}\text{Ester}\text{water}\end{array}$

Thus, the reaction between CH₃CH₂CH₂COOH (butanoic acid) and 2-phenylethan-1-ol is: