CAREY: ORGANIC CHEMISTRY
CAREY: ORGANIC CHEMISTRY
10th Edition
ISBN: 9781260364002
Author: VALUE EDITION
Publisher: MCG CUSTOM
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Chapter 9, Problem 27P
Interpretation Introduction

Interpretation:

The principal product in each of the given reactions is to be predicted.

Concept introduction:

The conjugate base of alkyne acts as a good nucleophile. On reaction with primary alkyl halide, it undergoes substitution reaction. The order of better leaving group of halogen in a nucleophilic substitution reaction is I>Br>Cl>F.

Alkynes, on hydrogenation with catalyst Lindlar palladium, undergo syn addition and yield cis alkene.

Alkynes, on hydration, undergo addition of a molecule of water. The hydrogen atom is bonded to less substituted triple bonded carbon, and the hydroxyl groupis bonded to more substituted triple bonded carbon atom and forms a ketone through enol formation.

Germinal and vicinal dihalides, on reaction with a strong base, undergo double dehydrohalogenation and form alkynes.

Ozonolysis of alkynes involves the cleavage of triple bond and formation of carboxylic acids as products. An acyclic alkyne forms two carboxylic acids whereas a cyclic alkyne forms a single product with two carboxylic acid groups.

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Chapter 9 Solutions

CAREY: ORGANIC CHEMISTRY

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