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.

Question

Want to see the full answer?

Answer 1

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

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Predict the organic product that forms in the reaction below: H + гон OH H+ H+ ☑ O Note: You may assume you have an excess of either reactant if the reaction requires more than one of those molecules to form the product. In the drawing area below, draw the skeletal ("line") structure of the missing organic product X. Explanation Check Click and drag to start drawing a structure. S 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Cente

In the analysis of Mg content in a 25 mL sample, a titration volume of 5 mL was obtained using 0.01 M EDTA. Calculate the Mg content in the sample if the Ca content is 20 ppm

Predict the organic products that form in the reaction below: H. H+ + OH H+ Y Note: You may assume you have an excess of either reactant if the reaction requires more than one of those molecules to form the products. In the drawing area below, draw the skeletal ("line") structures of the missing organic products X and Y. You may draw the structures in any arrangement that you like, so long as they aren't touching. Explanation Check Click and drag to start drawing a structure. G X C © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center | Access +

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.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

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

Want to see the full answer?

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