Chapter 23, Problem 23.106CHP

(a)

Interpretation Introduction

Interpretation:

The functional groups present in methylphenidate have to be identified.

Concept Introduction:

Carboxylic acid: One $-OH$ group is attached to the carbonyl carbon atom of the compound. It is represented as $RCOOH$

Ester: One $-OR\text{'}$ group is attached to the carbonyl carbon atom of the compound. It is represented as $RCOOR\text{'}$. The hydrogen atom of $-COOH$ is replaced by an alkyl group.

Esterification reaction: Esters are prepared by the reaction of a carboxylic acid and an alcohol molecule with the elimination of water molecule. The addition of a strong acid such as ${\text{H}}_{\text{2}}{\text{SO}}_{\text{4}}$ is used to increase the rate of reaction.

Amines are the derivatives of ammonia $\left(N{H}_3\right)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the nitrogen, different types of amines can form.

Aromatic Compounds: Compounds that are planar, conjugate, cyclic and having $\left(4n+2\right)\pi$ electrons are known as aromatic compounds.

(b)

Interpretation Introduction

Interpretation:

The products obtained by treating methylphenidate with aqueous base should be drawn.

Concept Introduction:

Carboxylic acid: One $-OH$ group is attached to the carbonyl carbon atom of the compound. It is represented as $RCOOH$

Ester: One $-OR\text{'}$ group is attached to the carbonyl carbon atom of the compound. It is represented as $RCOOR\text{'}$. The hydrogen atom of $-COOH$ is replaced by an alkyl group.

Ester hydrolysis: The splitting of an ester into the component acid and alcohol is known as ester hydrolysis this reaction is reversible and can be catalyzed by acids or bases.