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.

Question

Want to see the full answer?

Answer 1

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

Students have asked these similar questions

7. Which of the following statements regarding the cyclopropenyl anion is correct? and why?a) It is aromatic.b) It is not aromatic.c) It obeys Hückel’s rule.d) It undergoes reactions characteristic of benzene.e) It has a closed shell of 6 pi electrons.

Based on the given information, determine the products of the Diels-Alder reaction.

2- Apply the polygon-and-circle method to the cyclopentadienyl cation and explain whether it would be aromatic or not. Cyclopentadienyl cation

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

Want to see the full answer?

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