The energy diagram for the MOs of a planar cyclooctatetraenyl system using the polygon rule is to be drawn. Concept introduction: The conditions that a molecule must follow to be an aromatic are shown below. The given compound must be cyclic in nature. It must be planar. There must be no sp 3 hybridized carbon in the given compound. The compound must follow Huckel’s rule of aromaticity that is ( 4 n + 2 ) π electron system must be present. If the given compound follows first three conditions but it follows 4 n π electron system, then it is antiaromatic in nature. If the given compound fails to follow any of the above conditions then it is non-aromatic in nature.

Question

59. Bond Strength I. Cyclobutane II. Cyclopentane 60. Optical Rotation I. 70% R, 30% S 11.30% R, 70% S 61. Which of the following is/ are alternant aromatic compounds? A. benzene B. naphthalene C. anthracene D. all of the given choices 62. Which of the following is/ are not aromatic? A. Cyclobutadiene B. Cyclopentadiene C. Cyclohexadiene D. All of the given choices 63. The following can exhibit tautomerism EXCEPT: A. benzaldehyde B. ethanal C. Cyclohexane carbaldehyde D. Cyclohexanone 64. Which of the following substituents exhibits both - inductive effect and - Resonance effect when attached to the benzene ring? A. -OH B. -CI D. -NO2 D.-CH3 65. Alkyl groups if attached to halogen (example: tert-butyl bromide) would exhibit A. negative inductive effect B. positive inductive effect C. negative resonance effect D. positive resonance effect. 9

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 16.7, Problem 16.9P

(a)

Interpretation Introduction

Interpretation:

The energy diagram for the MOs of a planar cyclooctatetraenyl system using the polygon rule is to be drawn.

Concept introduction:

The conditions that a molecule must follow to be an aromatic are shown below.

The given compound must be cyclic in nature.

It must be planar.

There must be no sp3 hybridized carbon in the given compound.

The compound must follow Huckel’s rule of aromaticity that is (4n+2)π electron system must be present.

If the given compound follows first three conditions but it follows 4nπ electron system, then it is antiaromatic in nature. If the given compound fails to follow any of the above conditions then it is non-aromatic in nature.

(b)

Interpretation Introduction

Interpretation:

The filling of eight pi electrons for cyclooctatetraene, the nature of electronic configuration as aromatic or antiaromatic and the possibility of attaining aromaticity by the gain or loss of electrons is to be stated.

Concept introduction:

The conditions that a molecule must follow to be an aromatic are shown below.

The given compound must be a cyclic in nature.

It must be planar.

There must be no sp3 hybridized carbon in the given compound.

The compound must follow Huckel’s rule of aromaticity that is (4n+2)π electron system must be present.

If the given compound follows first three conditions but it follows 4nπ electrons, then it is antiaromatic in nature. If the given compound fails to follow any of the above conditions then it is non-aromatic in nature.

(c)

Interpretation Introduction

Interpretation:

The pictorial representations for the three bonding and the two non-bonding MOs of cyclooctatetraene are to be drawn.

Concept introduction:

Molecular orbital diagrams are used for determining the bonding in molecules using linear combination of atomic orbitals. Number of molecular orbitals formed is equal to the number of atomic orbitals that combine with each other.

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59. Bond Strength I. Cyclobutane II. Cyclopentane 60. Optical Rotation I. 70% R, 30% S 11.30% R, 70% S 61. Which of the following is/ are alternant aromatic compounds? A. benzene B. naphthalene C. anthracene D. all of the given choices 62. Which of the following is/ are not aromatic? A. Cyclobutadiene B. Cyclopentadiene C. Cyclohexadiene D. All of the given choices 63. The following can exhibit tautomerism EXCEPT: A. benzaldehyde B. ethanal C. Cyclohexane carbaldehyde D. Cyclohexanone 64. Which of the following substituents exhibits both - inductive effect and - Resonance effect when attached to the benzene ring? A. -OH B. -CI D. -NO2 D.-CH3 65. Alkyl groups if attached to halogen (example: tert-butyl bromide) would exhibit A. negative inductive effect B. positive inductive effect C. negative resonance effect D. positive resonance effect. 9

1 i. What is Resonance Theory? Sate five conclusions that can be drawn from the theory. ii. State the two main experiments that were used to establish the extra stability of the benzene molecule. iii. What are the factors that confer Aromaticity to an organic molecule? iv. State the effects of substituents on a benzene derivative towards further aromatic substitution. V. Based on the above suggest the various types of substituents that can be attached to Benzene.

3. Justify aromaticity (or lack thereof) in the biological molecules below. H2N NH2 H H `NH2 `NH2 N- NH N. `NH ADP ADP N. `NH2 H ОН ОН ОН ОН adenine guanine cytosine thymine NAD+ NADH H OH H3C. H3C. CH30. CH30 10 10 H3C 'N' N. H3C N. CH30 CH30 N' CH2 OH CH2 H H-C-OH H -OH- ubiquinone ubiquinol H-C-OH H- -он Н-С—он H Ċ-OH CH2 CH2 ADP ADP FAD FADH2

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 16.7, Problem 16.9P

(a)

Interpretation Introduction

Interpretation:

The energy diagram for the MOs of a planar cyclooctatetraenyl system using the polygon rule is to be drawn.

Concept introduction:

The conditions that a molecule must follow to be an aromatic are shown below.

The given compound must be cyclic in nature.

It must be planar.

There must be no sp3 hybridized carbon in the given compound.

The compound must follow Huckel’s rule of aromaticity that is (4n+2)π electron system must be present.

If the given compound follows first three conditions but it follows 4nπ electron system, then it is antiaromatic in nature. If the given compound fails to follow any of the above conditions then it is non-aromatic in nature.

(b)

Interpretation Introduction

Interpretation:

The filling of eight pi electrons for cyclooctatetraene, the nature of electronic configuration as aromatic or antiaromatic and the possibility of attaining aromaticity by the gain or loss of electrons is to be stated.

Concept introduction:

The conditions that a molecule must follow to be an aromatic are shown below.

The given compound must be a cyclic in nature.

It must be planar.

There must be no sp3 hybridized carbon in the given compound.

The compound must follow Huckel’s rule of aromaticity that is (4n+2)π electron system must be present.

If the given compound follows first three conditions but it follows 4nπ electrons, then it is antiaromatic in nature. If the given compound fails to follow any of the above conditions then it is non-aromatic in nature.

(c)

Interpretation Introduction

Interpretation:

The pictorial representations for the three bonding and the two non-bonding MOs of cyclooctatetraene are to be drawn.

Concept introduction:

Molecular orbital diagrams are used for determining the bonding in molecules using linear combination of atomic orbitals. Number of molecular orbitals formed is equal to the number of atomic orbitals that combine with each other.

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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 16.7, Problem 16.9P

(a)

Interpretation Introduction

Interpretation:

The energy diagram for the MOs of a planar cyclooctatetraenyl system using the polygon rule is to be drawn.

Concept introduction:

The conditions that a molecule must follow to be an aromatic are shown below.

The given compound must be cyclic in nature.

It must be planar.

There must be no sp3 hybridized carbon in the given compound.

The compound must follow Huckel’s rule of aromaticity that is (4n+2)π electron system must be present.

If the given compound follows first three conditions but it follows 4nπ electron system, then it is antiaromatic in nature. If the given compound fails to follow any of the above conditions then it is non-aromatic in nature.

(b)

Interpretation Introduction

Interpretation:

The filling of eight pi electrons for cyclooctatetraene, the nature of electronic configuration as aromatic or antiaromatic and the possibility of attaining aromaticity by the gain or loss of electrons is to be stated.

Concept introduction:

The conditions that a molecule must follow to be an aromatic are shown below.

The given compound must be a cyclic in nature.

It must be planar.

There must be no sp3 hybridized carbon in the given compound.

The compound must follow Huckel’s rule of aromaticity that is (4n+2)π electron system must be present.

If the given compound follows first three conditions but it follows 4nπ electrons, then it is antiaromatic in nature. If the given compound fails to follow any of the above conditions then it is non-aromatic in nature.

(c)

Interpretation Introduction

Interpretation:

The pictorial representations for the three bonding and the two non-bonding MOs of cyclooctatetraene are to be drawn.

Concept introduction:

Molecular orbital diagrams are used for determining the bonding in molecules using linear combination of atomic orbitals. Number of molecular orbitals formed is equal to the number of atomic orbitals that combine with each other.

Expert Solution & Answer

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Check out sample textbook 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 16.7, Problem 16.9P

(a)

Interpretation Introduction