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Ch.9 - Molecular Geometry and Bonding Theories
Chapter 9, Problem 101d

In ozone, O3, the two oxygen atoms on the ends of the molecule are equivalent to one another. (d) How many electrons are delocalized in the p system of ozone?

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Step 1: Understand the structure of ozone. Ozone, O3, is a resonance hybrid of two Lewis structures where the central oxygen atom forms a single bond with one terminal oxygen atom and a double bond with the other. In the other resonance structure, these bond assignments are reversed. This means that the electrons in the double bond are not always between the same two oxygen atoms, but are delocalized over the whole molecule.
Step 2: Identify the delocalized electrons. In ozone, the delocalized electrons are the ones involved in the double bond. In each resonance structure, there is a double bond, which consists of one sigma bond and one pi bond. The pi bond is formed by the sideways overlap of p orbitals, and it is these pi electrons that are delocalized.
Step 3: Count the number of delocalized electrons. A pi bond consists of two electrons. Therefore, in the ozone molecule, there are two delocalized electrons in the pi system.

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Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Delocalized Electrons

Delocalized electrons are electrons that are not associated with a single atom or a single bond but are spread over several atoms. In molecules like ozone (O3), these electrons contribute to resonance structures, allowing for a more stable configuration. This delocalization is crucial for understanding the molecule's reactivity and stability.
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Resonance Structures

Resonance structures are different ways of drawing a molecule that cannot be accurately represented by a single Lewis structure. In ozone, resonance illustrates how the double bond between oxygen atoms can shift, leading to equivalent structures. This concept helps explain the delocalization of electrons and the overall stability of the molecule.
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Molecular Orbital Theory

Molecular Orbital Theory describes how atomic orbitals combine to form molecular orbitals, which can be occupied by electrons. In ozone, the p orbitals of the oxygen atoms combine to create bonding and antibonding molecular orbitals, allowing for the delocalization of electrons across the molecule. This theory provides a deeper understanding of the electronic structure and properties of ozone.
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Related Practice
Textbook Question

Which of the following statements about hybrid orbitals is or are true? (i) After an atom undergoes sp hybridization, there is one unhybridized p orbital on the atom, (ii) Under sp2 hybridization, the large lobes point to the vertices of an equilateral triangle, and (iii) The angle between the large lobes of sp3 hybrids is 109.5°.

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Textbook Question

Sodium azide is a shock-sensitive compound that releases N2 upon physical impact. The compound is used in automobile airbags. The azide ion is N3-. (a) Draw the Lewis structure of the azide ion that minimizes formal charge (it does not form a triangle). Is it linear or bent?

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Textbook Question

Sodium azide is a shock-sensitive compound that releases N2 upon physical impact. The compound is used in automobile airbags. The azide ion is N3-. (b) State the hybridization of the central N atom in the azide ion.

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Textbook Question

Butadiene, C4H6, is a planar molecule that has the following carbon–carbon bond lengths:

(a) Predict the bond angles around each of the carbon atoms and sketch the molecule.

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Textbook Question

Butadiene, C4H6, is a planar molecule that has the following carbon–carbon bond lengths:

(b) From left to right, what is the hybridization of each carbon atom in butadiene?

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Textbook Question

Butadiene, C4H6, is a planar molecule that has the following carbon–carbon bond lengths:

(c) The middle C¬C bond length in butadiene (1.48 Å) is a little shorter than the average C¬C single bond length (1.54 Å). Does this imply that the middle C¬C bond in butadiene is weaker or stronger than the average C¬C single bond?

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