Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 5, Problem 14CTQ
Interpretation Introduction

Interpretation: Whether the cation given below gives two resonance structures or not should be determined.

  Organic Chemistry: A Guided Inquiry, Chapter 5, Problem 14CTQ

Concept introduction: Lewis structure is a representation of molecules in which dots are shown to represent unshared electrons and lines are shown to represent bonds. These lines and dots represent distribution of electrons in the molecule.

When one single structure is unable to describe all the properties of a single-molecule, a phenomenon called resonance comes into play. This arises when two or more than two Lewis structures are possible for one molecule. All such structures are called resonating structures and have same placement of atoms in them but these have different locations of bond pairs and lone pairs. The resonating structures are inter-convertible with each other. The resultant of all the resonating or contributing structures is called the resonance hybrid.

Rules to form resonance structure are as follows:

1. Use arrow types 1 and 2 for the resonance structure of anions in the movement of negative charge.

2. Use only arrow type 3 to move a positive charge for the resonance structure of cations.

3. The sigma bond should not be broken. Any atom must not move from its place and total number of electrons must be the same in all resonance structures.

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Organic Chemistry: A Guided Inquiry

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Organic Chemistry: A Guided Inquiry
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