Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)
Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)
2nd Edition
ISBN: 9780393655551
Author: KARTY, Joel
Publisher: W. W. Norton & Company
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Chapter 7, Problem 7.33P
Interpretation Introduction

Interpretation:

Curved arrows are to be drawn, and the product of each electrophilic addition step is to be shown where the nitro (NO2+) group adds to phenol to yield three nitro substituted phenols.

Concept introduction:

The curved arrow notation keeps track of electrons in an elementary step. Curved arrows are drawn from the electron rich to electron poor sites. An electrophilic addition step occurs when a species containing a non-polar pi bond (as part of a double or triple bond) approaches a strongly electron-deficient species (an electrophile). A new bond is formed between atoms of the pi bond and the electrophile. The product of each of the electrophilic addition is a carbocation, which is highly unstable and will react further because it has a positive charge and lacks an octet.

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Chapter 7 Solutions

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)

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