Given that cyclopropanone is highly reactive because of the large angle strain in the molecule. Methylcyclopropenone, although even more strained than cyclopropanone, is quite stable and can even be distilled. Taking the polarity of the carbonyl group into account this observation is to be explained. Concept introduction: Carbonyl group is polar as oxygen is more electronegative than carbon. According to Huckel’s rule, any specie that is cyclic, planar and has (4n+2) Ï€ electrons will be aromatic and stable. Thus species with 2, 6, 10, 14 etc. Ï€ electrons will be aromatic and stable. To explain: Taking into account the polarity of the carbonyl group, the observation that cyclopropanone is highly reactive because of the large angle strain in the molecule while methylcyclopropenone, although even more strained than cyclopropanone, is quite stable and can even be distilled.

Question

Acid catalyzed dehydration reaction of 2-methyl-1-butanol produces 2-methyl-2-butene as the major product. Also acid catalyzed dehydration reaction of 3-methyl-1-butanol give the same product as major product. Explain the reason why both of the reaction produce the same product as the major product.

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 15.SE, Problem 31AP

Interpretation Introduction

Interpretation:

Given that cyclopropanone is highly reactive because of the large angle strain in the molecule. Methylcyclopropenone, although even more strained than cyclopropanone, is quite stable and can even be distilled. Taking the polarity of the carbonyl group into account this observation is to be explained.

Concept introduction:

Carbonyl group is polar as oxygen is more electronegative than carbon. According to Huckel’s rule, any specie that is cyclic, planar and has (4n+2) Ï€ electrons will be aromatic and stable. Thus species with 2, 6, 10, 14 etc. Ï€ electrons will be aromatic and stable.

To explain:

Taking into account the polarity of the carbonyl group, the observation that cyclopropanone is highly reactive because of the large angle strain in the molecule while methylcyclopropenone, although even more strained than cyclopropanone, is quite stable and can even be distilled.

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Acid catalyzed dehydration reaction of 2-methyl-1-butanol produces 2-methyl-2-butene as the major product. Also acid catalyzed dehydration reaction of 3-methyl-1-butanol give the same product as major product. Explain the reason why both of the reaction produce the same product as the major product.

Explain why methyl trifluoroacetate, CF3CO2CH3, is more reactive than methyl acetate, CH3CO2CH3, in nucleophilic acyl substitution reactions.

A single alkyl bromide reactant theoretically yields either of the given products, depending on the reaction conditions. Draw the structure of the alkyl bromide compound.

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 15.SE, Problem 31AP

Interpretation Introduction

Interpretation:

Given that cyclopropanone is highly reactive because of the large angle strain in the molecule. Methylcyclopropenone, although even more strained than cyclopropanone, is quite stable and can even be distilled. Taking the polarity of the carbonyl group into account this observation is to be explained.

Concept introduction:

Carbonyl group is polar as oxygen is more electronegative than carbon. According to Huckel’s rule, any specie that is cyclic, planar and has (4n+2) Ï€ electrons will be aromatic and stable. Thus species with 2, 6, 10, 14 etc. Ï€ electrons will be aromatic and stable.

To explain:

Taking into account the polarity of the carbonyl group, the observation that cyclopropanone is highly reactive because of the large angle strain in the molecule while methylcyclopropenone, although even more strained than cyclopropanone, is quite stable and can even be distilled.

Expert Solution & Answer

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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 15.SE, Problem 31AP

Interpretation Introduction

Interpretation:

Given that cyclopropanone is highly reactive because of the large angle strain in the molecule. Methylcyclopropenone, although even more strained than cyclopropanone, is quite stable and can even be distilled. Taking the polarity of the carbonyl group into account this observation is to be explained.

Concept introduction:

Carbonyl group is polar as oxygen is more electronegative than carbon. According to Huckel’s rule, any specie that is cyclic, planar and has (4n+2) Ï€ electrons will be aromatic and stable. Thus species with 2, 6, 10, 14 etc. Ï€ electrons will be aromatic and stable.

To explain:

Taking into account the polarity of the carbonyl group, the observation that cyclopropanone is highly reactive because of the large angle strain in the molecule while methylcyclopropenone, although even more strained than cyclopropanone, is quite stable and can even be distilled.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

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 15.SE, Problem 31AP

Interpretation Introduction