ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
10th Edition
ISBN: 9781260001099
Author: Carey
Publisher: MCG
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Chapter 9, Problem 28P
Interpretation Introduction

Interpretation:

The molecular structures for the compounds A through D, which are consistent with the observed transformations, are to be assigned.

Concept Introduction:

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Alkylation of acetylene takes place in two steps.In the first step, the acetylene is treated with sodium amide, which converts it to its conjugate base. In step two, the acetylide ion reacts with an alkyl halide, forming a new carbon-carbon single bond. A terminal alkyne is formed in this process.

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Repeating the alkylation sequence of steps using a different alkyl halide converts the acetylene to its disubstituted derivative. The triple bond is internal in this derivative.

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Ozonolysis of alkynes involves the cleavage of the triple bond, producing carboxylic acids.

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In ozonolysis, each of the triple bonded carbon atoms changes to the carboxyl carbon.

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In case of terminal alkynes, one of the products of ozonolysis is carbonic acid, which further dissociates into carbon dioxide and water.

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Chapter 9 Solutions

ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.

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