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
Question
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Chapter 9, Problem 9.46P
Interpretation Introduction

Interpretation:

It is to be shown how pent-2-yne can be made from two different alkyl bromides.

Concept introduction:

Alkynide anions (RCC) can behave as strong nucleophiles. They are formed when terminal alkynes are treated with a strong base such as sodium hydride. In an acid-base reaction, the weakly held hydrogen atom attached to the terminal carbon atom of the alkyne is abstracted by a strong base. When alkynide anions are treated with alkyl halides, a new carbon-carbon bond is formed. An unsymmetrical internal alkyne can be made using two different alkynide anions and two different alkyl halides.

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Show how each alkene can be synthesized by a Wittig reaction
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Chapter 9 Solutions

Organic Chemistry: Principles and Mechanisms (Second Edition)

Ch. 9 - Prob. 9.11PCh. 9 - Prob. 9.12PCh. 9 - Prob. 9.13PCh. 9 - Prob. 9.14PCh. 9 - Prob. 9.15PCh. 9 - Prob. 9.16PCh. 9 - Prob. 9.17PCh. 9 - Prob. 9.18PCh. 9 - Prob. 9.19PCh. 9 - Prob. 9.20PCh. 9 - Prob. 9.21PCh. 9 - Prob. 9.22PCh. 9 - Prob. 9.23PCh. 9 - Prob. 9.24PCh. 9 - Prob. 9.25PCh. 9 - Prob. 9.26PCh. 9 - Prob. 9.27PCh. 9 - Prob. 9.28PCh. 9 - Prob. 9.29PCh. 9 - Prob. 9.30PCh. 9 - Prob. 9.31PCh. 9 - Prob. 9.32PCh. 9 - Prob. 9.33PCh. 9 - Prob. 9.34PCh. 9 - Prob. 9.35PCh. 9 - Prob. 9.36PCh. 9 - Prob. 9.37PCh. 9 - Prob. 9.38PCh. 9 - Prob. 9.39PCh. 9 - Prob. 9.40PCh. 9 - Prob. 9.41PCh. 9 - Prob. 9.42PCh. 9 - Prob. 9.43PCh. 9 - Prob. 9.44PCh. 9 - Prob. 9.45PCh. 9 - Prob. 9.46PCh. 9 - Prob. 9.47PCh. 9 - Prob. 9.48PCh. 9 - Prob. 9.49PCh. 9 - Prob. 9.50PCh. 9 - Prob. 9.51PCh. 9 - Prob. 9.52PCh. 9 - Prob. 9.53PCh. 9 - Prob. 9.54PCh. 9 - Prob. 9.55PCh. 9 - Prob. 9.56PCh. 9 - Prob. 9.57PCh. 9 - Prob. 9.58PCh. 9 - Prob. 9.59PCh. 9 - Prob. 9.60PCh. 9 - Prob. 9.61PCh. 9 - Prob. 9.62PCh. 9 - Prob. 9.63PCh. 9 - Prob. 9.64PCh. 9 - Prob. 9.65PCh. 9 - Prob. 9.66PCh. 9 - Prob. 9.67PCh. 9 - Prob. 9.68PCh. 9 - Prob. 9.69PCh. 9 - Prob. 9.70PCh. 9 - Prob. 9.71PCh. 9 - Prob. 9.72PCh. 9 - Prob. 9.73PCh. 9 - Prob. 9.74PCh. 9 - Prob. 9.75PCh. 9 - Prob. 9.76PCh. 9 - Prob. 9.77PCh. 9 - Prob. 9.78PCh. 9 - Prob. 9.79PCh. 9 - Prob. 9.80PCh. 9 - Prob. 9.81PCh. 9 - Prob. 9.82PCh. 9 - Prob. 9.83PCh. 9 - Prob. 9.84PCh. 9 - Prob. 9.1YTCh. 9 - Prob. 9.2YTCh. 9 - Prob. 9.3YTCh. 9 - Prob. 9.4YTCh. 9 - Prob. 9.5YTCh. 9 - Prob. 9.6YTCh. 9 - Prob. 9.7YTCh. 9 - Prob. 9.8YTCh. 9 - Prob. 9.9YTCh. 9 - Prob. 9.10YTCh. 9 - Prob. 9.11YTCh. 9 - Prob. 9.12YTCh. 9 - Prob. 9.13YTCh. 9 - Prob. 9.14YTCh. 9 - Prob. 9.15YT
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