Hydrocarbon A (C 9 H 12 ) absorbs 3 equivalents of H 2 in the presence of Pd/C to yield B (C 9 H 18 ). A when treated with aqueous H 2 SO 4 in the presence of Hg(II) gives two isomeric ketones C and D . A upon oxidation with KMnO 4 gives a mixture of acetic acid and tricarboxylic acid E . Based on these data, structures for the compounds A - D are to be given and the reactions are to be written. Concept introduction: The degree of unsaturation can be calculated by comparing the molecular formula of compound given with that of its parent hydrocarbon. Both alkenes and alkynes yield alkanes by adsorbing H 2 in the presence of Pd catalyst. Alkynes require two equivalents of H 2 while alkenes require one equivalent of H 2 to give alkanes. Internal alkynes will yield a mixture of isomeric ketones when treated with aqueous H 2 SO 4 in the presence of mercury (II) if they are symmetrically substituted. When oxidized with KMnO 4 , monosubstituted carbons in both double and triple bonds get oxidized to carboxylic acids. To give: Based on the data given, the structures of A - D and to write the reactions.

Question

What are the major products of the following reaction? Draw all the major products. If there are no major products, then there is no reaction that will take place. Use wedge and dash bonds when necessary.

Answer 1

Question

100%

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 9.SE, Problem 54AP

Interpretation Introduction

Interpretation:

Hydrocarbon A(C₉H₁₂) absorbs 3 equivalents of H₂ in the presence of Pd/C to yield B(C₉H₁₈). A when treated with aqueous H₂SO₄ in the presence of Hg(II) gives two isomeric ketones C and D. A upon oxidation with KMnO₄ gives a mixture of acetic acid and tricarboxylic acid E. Based on these data, structures for the compounds A-D are to be given and the reactions are to be written.

Concept introduction:

The degree of unsaturation can be calculated by comparing the molecular formula of compound given with that of its parent hydrocarbon. Both alkenes and alkynes yield alkanes by adsorbing H₂ in the presence of Pd catalyst. Alkynes require two equivalents of H₂ while alkenes require one equivalent of H₂ to give alkanes. Internal alkynes will yield a mixture of isomeric ketones when treated with aqueous H₂SO₄ in the presence of mercury (II) if they are symmetrically substituted. When oxidized with KMnO₄, monosubstituted carbons in both double and triple bonds get oxidized to carboxylic acids.

To give:

Based on the data given, the structures of A-D and to write the reactions.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

What are the major products of the following reaction? Draw all the major products. If there are no major products, then there is no reaction that will take place. Use wedge and dash bonds when necessary.

Can the following molecule be made in good yield from no more than two reactants, by moderately heating the reactants? If yes, draw the reactant or reactants. If no, then the product can't be made in one step.

Don't used Ai solution

Answer 2

Question

100%

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 9.SE, Problem 54AP

Interpretation Introduction

Interpretation:

Hydrocarbon A(C₉H₁₂) absorbs 3 equivalents of H₂ in the presence of Pd/C to yield B(C₉H₁₈). A when treated with aqueous H₂SO₄ in the presence of Hg(II) gives two isomeric ketones C and D. A upon oxidation with KMnO₄ gives a mixture of acetic acid and tricarboxylic acid E. Based on these data, structures for the compounds A-D are to be given and the reactions are to be written.

Concept introduction:

The degree of unsaturation can be calculated by comparing the molecular formula of compound given with that of its parent hydrocarbon. Both alkenes and alkynes yield alkanes by adsorbing H₂ in the presence of Pd catalyst. Alkynes require two equivalents of H₂ while alkenes require one equivalent of H₂ to give alkanes. Internal alkynes will yield a mixture of isomeric ketones when treated with aqueous H₂SO₄ in the presence of mercury (II) if they are symmetrically substituted. When oxidized with KMnO₄, monosubstituted carbons in both double and triple bonds get oxidized to carboxylic acids.

To give:

Based on the data given, the structures of A-D and to write the reactions.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 3

Question

100%

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 9.SE, Problem 54AP

Interpretation Introduction

Interpretation:

Hydrocarbon A(C₉H₁₂) absorbs 3 equivalents of H₂ in the presence of Pd/C to yield B(C₉H₁₈). A when treated with aqueous H₂SO₄ in the presence of Hg(II) gives two isomeric ketones C and D. A upon oxidation with KMnO₄ gives a mixture of acetic acid and tricarboxylic acid E. Based on these data, structures for the compounds A-D are to be given and the reactions are to be written.

Concept introduction:

The degree of unsaturation can be calculated by comparing the molecular formula of compound given with that of its parent hydrocarbon. Both alkenes and alkynes yield alkanes by adsorbing H₂ in the presence of Pd catalyst. Alkynes require two equivalents of H₂ while alkenes require one equivalent of H₂ to give alkanes. Internal alkynes will yield a mixture of isomeric ketones when treated with aqueous H₂SO₄ in the presence of mercury (II) if they are symmetrically substituted. When oxidized with KMnO₄, monosubstituted carbons in both double and triple bonds get oxidized to carboxylic acids.

To give:

Based on the data given, the structures of A-D and to write the reactions.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 4

Question

100%

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 9.SE, Problem 54AP

Interpretation Introduction