Chapter 11, Problem 11.38P

Interpretation Introduction

(a)

Interpretation:

The detailed mechanism for the given reaction with major product is to be drawn.

Concept introduction:

Alkynes are electron rich system like alkenes and can undergo electrophilic addition of water in acidic condition to produce the enol form. This enol form, on acid catalyzed tautomerization, converts to a stable keto form, i.e., corresponding aldehyde or ketone. The acid in aqueous solution gets dissociated and forms hydronium ion ${\text{H}}_{\text{3}}{\text{O}}^{\text{+}}$. The reaction proceeds with proton transfer reaction to form a stable vinylic carbocation, followed by the action of water as a nucleophile. The deuterium is a isotope of hydrogen atom and reacts like hydrogen.

Interpretation Introduction

(b)

Interpretation:

The detailed mechanism for the given reaction with major product is to be drawn.

Concept introduction:

Alkynes are electron rich system like alkenes and can undergo electrophilic addition of water in acidic condition to produce the enol form. This enol form, on acid catalyzed tautomerization, converts to a stable keto form, i.e., corresponding aldehyde or ketone. The acid in aqueous solution gets dissociated and forms hydronium ion ${\text{H}}_{\text{3}}{\text{O}}^{\text{+}}$. The reaction proceeds with proton transfer reaction to form a stable vinylic carbocation, followed by the action of water as a nucleophile. The deuterium is a isotope of hydrogen atom and reacts like hydrogen.

Interpretation Introduction

(c)

Interpretation:

The detailed mechanism for the given reaction with major product is to be drawn.

Concept introduction:

Alkynes are electron rich system like alkenes and can undergo electrophilic addition of water in acidic condition to produce the enol form. This enol form, on acid catalyzed tautomerization, converts to a stable keto form, i.e., corresponding aldehyde or ketone. The acid in aqueous solution gets dissociated and forms hydronium ion ${\text{H}}_{\text{3}}{\text{O}}^{\text{+}}$. The reaction proceeds with proton transfer reaction to form a stable vinylic carbocation, followed by the action of water as a nucleophile. The deuterium is an isotope of hydrogen atom and reacts like hydrogen.