Compound A, C 10 H 18 O undergoes reaction with dil.H 2 SO 4 at 25 o C to yield a mixture of two alkenes C 10 H 16 . The major alkene product, B, gives only cyclopentanone after ozone treatment followed by reduction with Zn in acetic acid. The reactions involved are to be written and the compounds A and B are to be identified. Concept introduction: Alcohols undergo dehydration on treatment with dil.H 2 SO 4 . The hydrogen required for removing water comes from an adjacent carbon. If two alternate possibilities exist both can be eliminated leading to a mixture of alkenes. During ozonolysis followed by reduction, the double bond in an alkene is cleaved and the two carbons in double bond each get attached to an oxygen atom resulting in the formation of aldehydes or ketones. To give: The structure of compound A, C 10 H 18 O, which gives a mixture of two alkenes, C 10 H 16 , when treated with dil.H 2 SO 4 at 25 o C and that of B which gives only cyclopentanone after ozone treatment followed by reduction with Zn in acetic acid and to write the reactions involved.

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Answer 1

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Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 17.SE, Problem 65AP

Interpretation Introduction

Interpretation:

Compound A, C₁₀H₁₈O undergoes reaction with dil.H₂SO₄ at 25^oC to yield a mixture of two alkenes C₁₀H₁₆. The major alkene product, B, gives only cyclopentanone after ozone treatment followed by reduction with Zn in acetic acid. The reactions involved are to be written and the compounds A and B are to be identified.

Concept introduction:

Alcohols undergo dehydration on treatment with dil.H₂SO₄. The hydrogen required for removing water comes from an adjacent carbon. If two alternate possibilities exist both can be eliminated leading to a mixture of alkenes.

During ozonolysis followed by reduction, the double bond in an alkene is cleaved and the two carbons in double bond each get attached to an oxygen atom resulting in the formation of aldehydes or ketones.

To give:

The structure of compound A, C₁₀H₁₈O, which gives a mixture of two alkenes, C₁₀H₁₆, when treated with dil.H₂SO₄ at 25^oC and that of B which gives only cyclopentanone after ozone treatment followed by reduction with Zn in acetic acid and to write the reactions involved.

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Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 17.SE, Problem 65AP

Interpretation Introduction

Interpretation:

Compound A, C₁₀H₁₈O undergoes reaction with dil.H₂SO₄ at 25^oC to yield a mixture of two alkenes C₁₀H₁₆. The major alkene product, B, gives only cyclopentanone after ozone treatment followed by reduction with Zn in acetic acid. The reactions involved are to be written and the compounds A and B are to be identified.

Concept introduction:

Alcohols undergo dehydration on treatment with dil.H₂SO₄. The hydrogen required for removing water comes from an adjacent carbon. If two alternate possibilities exist both can be eliminated leading to a mixture of alkenes.

During ozonolysis followed by reduction, the double bond in an alkene is cleaved and the two carbons in double bond each get attached to an oxygen atom resulting in the formation of aldehydes or ketones.

To give:

The structure of compound A, C₁₀H₁₈O, which gives a mixture of two alkenes, C₁₀H₁₆, when treated with dil.H₂SO₄ at 25^oC and that of B which gives only cyclopentanone after ozone treatment followed by reduction with Zn in acetic acid and to write the reactions involved.

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Check out a sample textbook solution

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Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 17.SE, Problem 65AP

Interpretation Introduction

Interpretation:

Compound A, C₁₀H₁₈O undergoes reaction with dil.H₂SO₄ at 25^oC to yield a mixture of two alkenes C₁₀H₁₆. The major alkene product, B, gives only cyclopentanone after ozone treatment followed by reduction with Zn in acetic acid. The reactions involved are to be written and the compounds A and B are to be identified.

Concept introduction:

Alcohols undergo dehydration on treatment with dil.H₂SO₄. The hydrogen required for removing water comes from an adjacent carbon. If two alternate possibilities exist both can be eliminated leading to a mixture of alkenes.

During ozonolysis followed by reduction, the double bond in an alkene is cleaved and the two carbons in double bond each get attached to an oxygen atom resulting in the formation of aldehydes or ketones.

To give:

The structure of compound A, C₁₀H₁₈O, which gives a mixture of two alkenes, C₁₀H₁₆, when treated with dil.H₂SO₄ at 25^oC and that of B which gives only cyclopentanone after ozone treatment followed by reduction with Zn in acetic acid and to write the reactions involved.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 17.SE, Problem 65AP

Interpretation Introduction