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 7, Problem 7.31P
Interpretation Introduction

Interpretation:

The curved arrows and the diastereomeric products for given electrophile elimination step are to be drawn.

Concept introduction:

The carbocations are typically quite unstable, so to make it stable the electrophile elimination step takes place. In electrophile elimination, an electrophile is eliminated from the carbocation, generating a stable, uncharged species. The electrophile H+ which is eliminated associates with a base. The movement of electrons from electron rich to electron poor is indicated by curved arrow.

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If the H colored red is eliminated as H*, then two possible diastereomers can form. Draw the curved arrows for this electrophile elimination step, and draw each of the diastereomeric products. H He H20 + H3C-C-c~CH3 H
Given the general reaction coordinate diagram for an El reaction, what does the 1st transition state refer to? TS E TS, SM Reaction Coordinate An activated complex between the leaving group and carbocationic species. An activated complex between the nucleophile and carbocationic species. None of these O An activated complex between the base and carbocationic species.
How can we determine whether the equilibrium will favor products in a nucleophilic substitution?

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Organic Chemistry: Principles and Mechanisms (Second Edition)

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