Orbital energy diagrams for [10]annulene and [12]annulene are to be constructed and the aromaticity of either one is to be determined on the basis of Huckel’s rule . Concept introduction: Huckel MOs are determined by constructing Frost’s circle. It is a polygon with appropriate number of sides inscribed in a circle with one of the corners at the bottom. A horizontal line is drawn through the center of the diagram. MOs that lie below this line are bonding MOs; those on the line are nonbonding while those above the line are antibonding MOs. In an aromatic compound , all pi-electrons are paired up in bonding MOs. If there are unpaired electrons, then the compound is anti-aromatic or non-aromatic.

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Answer 1

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Definition Definition Rule that estimates whether a given organic planar ring structure will show an aromatic property. A cyclic ring molecule is said to follow Hückel’s rule if the л-electrons count in a molecule is [4n+2], where n stands for a positive numerical value. It is also called the [4n+2] rule. Hückel's rule, sometimes referred to as the aromaticity rule, is one but not the only criteria to judge a molecule for aromaticity.

Chapter 12.19, Problem 21P

Interpretation Introduction

Interpretation:

Orbital energy diagrams for [10]annulene and [12]annulene are to be constructed and the aromaticity of either one is to be determined on the basis of Huckel’s rule.

Concept introduction:

Huckel MOs are determined by constructing Frost’s circle. It is a polygon with appropriate number of sides inscribed in a circle with one of the corners at the bottom. A horizontal line is drawn through the center of the diagram. MOs that lie below this line are bonding MOs; those on the line are nonbonding while those above the line are antibonding MOs.

In an aromatic compound, all pi-electrons are paired up in bonding MOs. If there are unpaired electrons, then the compound is anti-aromatic or non-aromatic.

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Students have asked these similar questions

Using the Frost Circle method to outline the molecular orbitals of cyclobutadiene, and identify whether it is aromatic, antiaromatic or non-aromatic. Explain.

Predict the electronic configurations of (a) the benzeneanion, (b) the benzene cation. Estimate the π-bond energy in each case.

Thoroughly describe what is meant when a compound is considered aromatic. In your answer, provide examples and be sure to discuss how Huckel's Rule applies, and what it means to be anti-aromatic versus non-aromatic. When providing specific examples to demonstrate the requirements that you list, describe the delocalized pi electrons and sp2 hybridization. Lastly, why is benzene so special compared to alkenes like cyclohexene....both are 6-carbon atom cycles so are they chemically similar or not really similar at all?

Answer 2

Question

Definition Definition Rule that estimates whether a given organic planar ring structure will show an aromatic property. A cyclic ring molecule is said to follow Hückel’s rule if the л-electrons count in a molecule is [4n+2], where n stands for a positive numerical value. It is also called the [4n+2] rule. Hückel's rule, sometimes referred to as the aromaticity rule, is one but not the only criteria to judge a molecule for aromaticity.

Chapter 12.19, Problem 21P

Interpretation Introduction

Interpretation:

Orbital energy diagrams for [10]annulene and [12]annulene are to be constructed and the aromaticity of either one is to be determined on the basis of Huckel’s rule.

Concept introduction:

Huckel MOs are determined by constructing Frost’s circle. It is a polygon with appropriate number of sides inscribed in a circle with one of the corners at the bottom. A horizontal line is drawn through the center of the diagram. MOs that lie below this line are bonding MOs; those on the line are nonbonding while those above the line are antibonding MOs.

In an aromatic compound, all pi-electrons are paired up in bonding MOs. If there are unpaired electrons, then the compound is anti-aromatic or non-aromatic.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 3

Question

Definition Definition Rule that estimates whether a given organic planar ring structure will show an aromatic property. A cyclic ring molecule is said to follow Hückel’s rule if the л-electrons count in a molecule is [4n+2], where n stands for a positive numerical value. It is also called the [4n+2] rule. Hückel's rule, sometimes referred to as the aromaticity rule, is one but not the only criteria to judge a molecule for aromaticity.

Chapter 12.19, Problem 21P

Interpretation Introduction

Interpretation:

Orbital energy diagrams for [10]annulene and [12]annulene are to be constructed and the aromaticity of either one is to be determined on the basis of Huckel’s rule.

Concept introduction:

Huckel MOs are determined by constructing Frost’s circle. It is a polygon with appropriate number of sides inscribed in a circle with one of the corners at the bottom. A horizontal line is drawn through the center of the diagram. MOs that lie below this line are bonding MOs; those on the line are nonbonding while those above the line are antibonding MOs.

In an aromatic compound, all pi-electrons are paired up in bonding MOs. If there are unpaired electrons, then the compound is anti-aromatic or non-aromatic.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Rule that estimates whether a given organic planar ring structure will show an aromatic property. A cyclic ring molecule is said to follow Hückel’s rule if the л-electrons count in a molecule is [4n+2], where n stands for a positive numerical value. It is also called the [4n+2] rule. Hückel's rule, sometimes referred to as the aromaticity rule, is one but not the only criteria to judge a molecule for aromaticity.

Chapter 12.19, Problem 21P

Interpretation Introduction