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

Hydrocarbon A has the formula C9H12 and absorbs 3 equivalents of H2 to yield B, C9H18, when hydrogenated over a Pd/C catalyst. On treatment of A with aqueous H₂SO4 in the presence of mercury(II), two isomeric ketones, C and D, are produced. Oxidation of A with O3 gives a mixture of acetaldehyde (CH3COH) and the trialdehyde shown below. Propose structures for compounds A-D. CH,CHO OCHCH,CHCH CHO

Answer 1

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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.

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Hydrocarbon A has the formula C9H12 and absorbs 3 equivalents of H2 to yield B, C9H18, when hydrogenated over a Pd/C catalyst. On treatment of A with aqueous H₂SO4 in the presence of mercury(II), two isomeric ketones, C and D, are produced. Oxidation of A with O3 gives a mixture of acetaldehyde (CH3COH) and the trialdehyde shown below. Propose structures for compounds A-D. CH,CHO OCHCH,CHCH CHO

An achiral hydrocarbon A of molecular formula C7H12 reacts with two equivalents of H2 in the presence of Pd-C to form CH3CH2CH2CH2CH(CH3)2. One oxidative cleavage product formed by the treatment of A with O3 is CH3COOH. Reaction of A with H2 and Lindlar catalyst forms B, and reaction of A with Na, NH3 forms C. Identify compounds A, B, and C. Be sure to answer all parts.

Oximene and myrcene, two hydrocarbons isolated from alfalfa that have the molecular formula C10H16, both yield 2,6- dimethyloctane when treated with H2 and a Pd catalyst. Ozonolysis of oximene forms (CH3)2C = O, CH2 = O, CH2(CHO)2, and CH3COCHO. Ozonolysis of myrcene yields (CH3)2C = O, CH2 = O, (two equiv), and HCOCH2CH2COCHO. Identify the structures of oximene and myrcene.

Answer 2

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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

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Check out sample textbook solution

Answer 3

Question

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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

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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