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 16CTQ
Interpretation Introduction

Interpretation: The illegal arrows in below set of arrows should be determined.

  Organic Chemistry: A Guided Inquiry, Chapter 5, Problem 16CTQ

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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(a) In one of the two boxes below, draw a wedge and dashed wedge structure (picture) of CH3Cl that best illustrates the geometry about the central atom. In the other box, draw another picture of the model from a different angle (viewpoint). (b) In CH3Cl, are the three hydrogen atoms equivalent (i.e., do they have identical environments with respect to the other atoms adjacent to themselves)? Briefly explain the evidence for your answer
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Organic Chemistry: A Guided Inquiry

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Organic Chemistry: A Guided Inquiry
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ISBN:9780618974122
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