Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 3, Problem 3.53P
Interpretation Introduction

Interpretation:

The numbers of bonding MOs, antibonding MOs, and nonbonding MOs in a linear molecule of three atoms from the second row, with the first and the third atom each mixing two of their orbitals with two from the central atom, is to be determined.

Concept introduction:

The orbital picture of a molecule can be built on the basis of the atomic orbitals (AOs) that each atom can contribute. An atom from the second row has four valence shell orbitals, one s orbital and three p orbitals. Overlap and mixing of two AOs results in the formation of two MOs, one of them a bonding MO, and the other an antibonding MO. Orbitals that do not show substantial mixing are treated as nonbonding MOs.

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A MO scheme for CO2 is shown below. Fill in the electrons for both the atoms and the molecule. Notice that since there are 2 oxygens, there are six p orbitals and two s orbitals associated with the right hand column of the MO scheme. Determine which orbitals are bonding vs. nonbonding, vs. antibonding and calculate the bond order. Notice that the names of the MO’s are no longer s and p - they have other names. (Hint: bonding vs. antibonding vs. nonbonding can be figured out based on the energy of the MOs and the positioning of the dashed lines.) Compare the bond order to the valence bond picture of CO2, [O=C=O]. How are they related?
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