Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 11, Problem 11.37P
Interpretation Introduction

(a)

Interpretation:

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

Concept introduction:

The alkynes are electron rich system like alkenes and can undergo electrophilic addition reaction with strong Bronsted acids just like the alkenes do. The reaction proceeds with proton transfer reaction to form a stable carbocation, followed by the action of water as a nucleophile. In excess of reagent, the reaction occurs twice, forming a geminal dihalide compound as a major product.

Interpretation Introduction

(b)

Interpretation:

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

Concept introduction:

The alkynes are electron rich system like alkenes and can undergo electrophilic addition reaction with strong Bronsted acids just like the alkenes do. The reaction proceeds with proton transfer reaction to form a stable carbocation, followed by the action of water as a nucleophile. In excess of reagent, the reaction occurs twice, forming a geminal dihalide compound as a major product.

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Organic Chemistry: Principles and Mechanisms (Second Edition)

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