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 13, Problem 13.8P
Interpretation Introduction

Interpretation:

How to carry out the given synthesis is to be shown.

Concept introduction:

A synthetic trap is a synthesis which prevents the reaction from occurring in the forward direction as planned. This occurs mainly because the reactant molecule contains multiple functional groups which interfere in the desired mechanism. However, even when there is only one functional group, a synthetic trap can still arise if a reaction takes place at two or more sites within that functional group. This means that regiochemistry is an issue. Regiochemistry is the specific region in the given molecule at which the reaction takes place selectively. We can choose a synthesis according to the regioselectivities of the functional group transformation reactions.

Alkyl halides can be prepared from alkenes via Markovnikov’s regiochemistry. Alternatively alkyl halides can be prepared from corresponding alcohols via an SN2 reaction by using phosphorous halide.

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Provide mechanism for the following reaction
(SYN) Show how to carry out this transformation using any reagents necessary
Please predict the product of the following reaction, and draw the complete, detailed mechanism.
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How to Design a Total Synthesis; Author: Chemistry Unleashed;https://www.youtube.com/watch?v=9jRfAJJO7mM;License: Standard YouTube License, CC-BY