Chapter 23.3, Problem 20LC

a.

Interpretation Introduction

Interpretation: To predict the product that is obtained during the oxidation of the given alcohols.

Concept Introduction: There are three different alcohols. The alcohols will give carbonyl compounds like aldehydes and ketones upon oxidation. All three different alcohols will give different products upon oxidation. Primary alcohols will give aldehydes on oxidation, secondary alcohols will give ketones on oxidation and tertiary alcohols will give ketones upon oxidation.

Answer to Problem 20LC

  

Explanation of Solution

In this, the given alcohol is a primary alcohol because only one alkyl has a carbon atom that is attached to the hydroxyl group the primary alcohol is oxidized to aldehyde. Therefore, the expected product, in this case, is an aldehyde.

b.

Interpretation Introduction

Interpretation: To predict the product that is obtained during the oxidation of the given alcohols.

Concept Introduction: There are three different alcohols. The alcohols will give carbonyl compounds like aldehydes and ketones upon oxidation. All three different alcohols will give different products upon oxidation. Primary alcohols will give aldehydes on oxidation, secondary alcohols will give ketones on oxidation and tertiary alcohols will give ketones upon oxidation.

Answer to Problem 20LC

  

Explanation of Solution

In the above reaction, the reactant alcohol is secondary. In this carbon atom is attached to the hydroxyl group as well as two other alkyl groups. Secondary alcohols on oxidation will produce aldehydes. In this case, butan-2-ol is a secondary alcohol that gives ketones on oxidation.

c.

Interpretation Introduction

Interpretation: To predict the product that is obtained during the oxidation of the given alcohols.

Concept Introduction: There are three different alcohols. The alcohols will give carbonyl compounds like aldehydes and ketones upon oxidation. All three different alcohols will give different products upon oxidation. Primary alcohols will give aldehydes on oxidation, secondary alcohols will give ketones on oxidation and tertiary alcohols will give ketones upon oxidation.

Answer to Problem 20LC

  

Explanation of Solution

In the above reaction, the alcohol given is a tertiary alcohol. In this carbon atom is attached to the hydroxyl group as well as three other alkyl groups. Tertiary alcohols will produce ketones on oxidation. In this case, 2-methylbutan-2-ol upon oxidation will produce acetic acid.