CAREY: ORGANIC CHEMISTRY
CAREY: ORGANIC CHEMISTRY
10th Edition
ISBN: 9781260364002
Author: VALUE EDITION
Publisher: MCG CUSTOM
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Chapter 23, Problem 16P
Interpretation Introduction

Interpretation:

The principal product in the given reactions is to be identified.

Concept Introduction:

Phenols contain hydroxyl (OH) functional group attached to an aromatic ring. In the ring, the electron withdrawing groups (EWG) decreases the electron density and thus; stabilizes the phenoxide ion. On the other hand, the electron donating groups (EDG) increases the electron density and thus; destabilizes the phenoxide ion.

Phenols undergo electrophilic aromatic substitution reaction due to the presence of the hydroxyl group that activates itself towards electrophilic substitution. The hydroxyl group causes the resonance effect due to which the ortho and para positions of phenol ring become electron rich.

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Feedback (4/10) 30% Retry Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the reactant and missing intermediates involved in this reaction. Include all lone pairs and charges as appropriate. Ignore inorganic byproducts. Incorrect, 6 attempts remaining :0: Draw the Reactant H H3CO H- HIO: Ö-CH3 CH3OH2* protonation H. a H (+) H Ο CH3OH2 O: H3C protonation CH3OH deprotonation > CH3OH nucleophilic addition H. HO 0:0 Draw Intermediate a X
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