Organic Chemistry Study Guide and Solutions
Organic Chemistry Study Guide and Solutions
6th Edition
ISBN: 9781936221868
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 16, Problem 16.22P
Interpretation Introduction

Interpretation:

The carbocation formed on reaction of electrophile at the ortho- position of anisole is to be drawn. The four resonating structures of the formed carbocation is to be stated.

Concept introduction:

The Friedal Craft reaction is an electrophilic addition reaction which takes place in the presence of lewis acid catalyst, AlCl3. The reaction between the alkyl halide and AlCl3 leads to the formation of carbocation which attacks the nucleophile present.

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please point out the ones that are the resonance structure of the most stable carbocation, please.
When piperidine undergoes the series of reactions shown here, 1,4-pentadiene is obtained as the product. When the four different methyl- substituted piperidines undergo the same series of reactions, each forms a different diene: 1,5-hexadiene; 1,4-pentadiene; 2-methyl-1,4-pentadiene; and 3-methyl-1,4-pentadiene. Which methyl-substituted piperidine forms which diene?
Imagine that you used isoprene as diene – in that case you don’t have to worry about assigning endo vs exo. Draw the "endo" and "exo" products of the Diels-Alder reaction between isoprene and maleic anhydride, and explain why the distinction is irrelevant here.

Chapter 16 Solutions

Organic Chemistry Study Guide and Solutions

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