Compound A with molecular formula C 8 H 8 reacts rapidly with KMnO 4 to give CO 2 and a carboxylic acid , B (C 7 H 6 O 2 ). When treated with H 2 /Pd it absorbs only one molar equivalent of H 2 but under conditions that reduce aromatic rings it takes up four equivalents of hydrogen to produce a hydrocarbon, (C 8 H 16 ). Structures of A, B and C are to be given and the reactions are to be written. Concept introduction: The addition of hydrogen to double bonds in alkene takes place readily in the presence of metals like Pd, Pt, Ni etc. The double bonds in aromatic rings require stronger conditions for adding hydrogens. When oxidized with aqueous acidic KMnO 4 , the double bond in alkene is cleaved to yield carbonyl compounds as products. A disubstituted carbon in double bond is oxidized to a ketone while a monosubstituted carbon in double bond is oxidized to a carboxyl group. If the carbon in double bond contains two hydrogens it will be oxidized to CO 2 . To give: The structures of the compounds A, B and C and to explain the reactions.

Question

Compound W has molecular formula C₁4H18 and reacts with H₂ to form X. Oxidative cleavage of W with O3 followed by CH3 SCH3 affords Y. What is the structure of W?

Answer 1

Question

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 8.SE, Problem 65AP

Interpretation Introduction

Interpretation:

Compound A with molecular formula C₈H₈ reacts rapidly with KMnO₄ to give CO₂ and a carboxylic acid, B (C₇H₆O₂). When treated with H₂/Pd it absorbs only one molar equivalent of H₂ but under conditions that reduce aromatic rings it takes up four equivalents of hydrogen to produce a hydrocarbon, (C₈H₁₆). Structures of A, B and C are to be given and the reactions are to be written.

Concept introduction:

The addition of hydrogen to double bonds in alkene takes place readily in the presence of metals like Pd, Pt, Ni etc. The double bonds in aromatic rings require stronger conditions for adding hydrogens. When oxidized with aqueous acidic KMnO₄, the double bond in alkene is cleaved to yield carbonyl compounds as products. A disubstituted carbon in double bond is oxidized to a ketone while a monosubstituted carbon in double bond is oxidized to a carboxyl group. If the carbon in double bond contains two hydrogens it will be oxidized to CO₂.

To give:

The structures of the compounds A, B and C and to explain the reactions.

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Compound W has molecular formula C₁4H18 and reacts with H₂ to form X. Oxidative cleavage of W with O3 followed by CH3 SCH3 affords Y. What is the structure of W?

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Answer 2

Question

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 8.SE, Problem 65AP

Interpretation Introduction

Interpretation:

Compound A with molecular formula C₈H₈ reacts rapidly with KMnO₄ to give CO₂ and a carboxylic acid, B (C₇H₆O₂). When treated with H₂/Pd it absorbs only one molar equivalent of H₂ but under conditions that reduce aromatic rings it takes up four equivalents of hydrogen to produce a hydrocarbon, (C₈H₁₆). Structures of A, B and C are to be given and the reactions are to be written.

Concept introduction:

The addition of hydrogen to double bonds in alkene takes place readily in the presence of metals like Pd, Pt, Ni etc. The double bonds in aromatic rings require stronger conditions for adding hydrogens. When oxidized with aqueous acidic KMnO₄, the double bond in alkene is cleaved to yield carbonyl compounds as products. A disubstituted carbon in double bond is oxidized to a ketone while a monosubstituted carbon in double bond is oxidized to a carboxyl group. If the carbon in double bond contains two hydrogens it will be oxidized to CO₂.

To give:

The structures of the compounds A, B and C and to explain the reactions.

Expert Solution & Answer

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Check out sample textbook solution

Answer 3

Question

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 8.SE, Problem 65AP

Interpretation Introduction

Interpretation:

Compound A with molecular formula C₈H₈ reacts rapidly with KMnO₄ to give CO₂ and a carboxylic acid, B (C₇H₆O₂). When treated with H₂/Pd it absorbs only one molar equivalent of H₂ but under conditions that reduce aromatic rings it takes up four equivalents of hydrogen to produce a hydrocarbon, (C₈H₁₆). Structures of A, B and C are to be given and the reactions are to be written.

Concept introduction:

The addition of hydrogen to double bonds in alkene takes place readily in the presence of metals like Pd, Pt, Ni etc. The double bonds in aromatic rings require stronger conditions for adding hydrogens. When oxidized with aqueous acidic KMnO₄, the double bond in alkene is cleaved to yield carbonyl compounds as products. A disubstituted carbon in double bond is oxidized to a ketone while a monosubstituted carbon in double bond is oxidized to a carboxyl group. If the carbon in double bond contains two hydrogens it will be oxidized to CO₂.

To give:

The structures of the compounds A, B and C and to explain the reactions.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 4

Question

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 8.SE, Problem 65AP

Interpretation Introduction