Chapter 13, Problem 13.67QP

(a)

Interpretation Introduction

Interpretation:

The reaction of $\text{3-pentanone}$ with Tollens’ reagent has to be written.

Concept Introduction:

Aldehydes and ketone can be identified based on their oxidations.  Aldehydes readily are oxidized whereas ketones are not.  The most common laboratory test for aldehydes is Tollens’ reagent.

Tollens’ reagent is basic solution of silver ammonia complex.  It is mainly used for oxidation of aldehydes.  The silver ion is reduced to silver metal as the aldehyde is oxidized to a carboxylate anion.  Silver metal precipitates from the solution and coats the flask, producing a smooth silver mirror.  The test is often called tollens’ silver mirror test.

Ketones cannot be oxidized acids and do not react with the tollens’ reagent.

The general reaction is,

(b)

Interpretation Introduction

Interpretation:

The reaction of cyclohexanone with Tollens’ reagent has to be written.

Concept Introduction:

Refer to part (a).

(c)

Interpretation Introduction

Interpretation:

The reaction of $\text{3-methylbutanal}$ with Tollens’ reagent has to be written.

Concept Introduction:

Refer to part (a).

(d)

Interpretation Introduction

Interpretation:

The reaction of cyclopentanol with Tollens’ reagent has to be written.

Concept Introduction:

Refer to part (a).

(e)

Interpretation Introduction

Interpretation:

The reaction of $\text{2,2-dimethyl-1-pentanol}$ with Tollens’ reagent has to be written.

Concept Introduction:

Refer to part (a).

(f)

Interpretation Introduction

Interpretation:

The reaction of acetaldehyde with Tollens’ reagent has to be written.

Concept Introduction:

Refer to part (a).