Erythrogenic acid, C 18 H 26 O 2 , an acetylenic fatty acid turns vivid red on exposure to light. It absorbs 5 equivalents of H 2 in the presence of Pd to give stearic acid, CH 3 (CH 2 ) 16 COOH.Upon ozonolysis it gives formaldehyde, CH 2 O; oxalic acid, HOOCCOOH; azelaic acid, HOOC(CH 2 ) 7 COOH; and an aldehydic acid OHC(CH 2 ) 4 COOH. From these data, two possible structures for Erythrogenic acid are to be given. A way to distinguish these two structures is also to be given. Concept introduction: 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. Upon ozonolysis a monosubstituted carbon in double bond gives an aldehyde , a carbon in terminal double bond gives formaldehyde and carbons in triple bond yield carboxylic acids as products. To give: Two possible structures for erythrogenic acid from the data provided and a way to distinguish these two structures given.

Question

Name the molecules & Identify any chiral center CH3CH2CH2CHCH₂CH₂CH₂CH₂ OH CH₂CHCH2CH3 Br CH3 CH3CHCH2CHCH2CH3 CH3

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 9.SE, Problem 53AP

Interpretation Introduction

Interpretation:

Erythrogenic acid, C₁₈H₂₆O₂, an acetylenic fatty acid turns vivid red on exposure to light. It absorbs 5 equivalents of H₂ in the presence of Pd to give stearic acid, CH₃(CH₂)₁₆COOH.Upon ozonolysis it gives formaldehyde, CH₂O; oxalic acid, HOOCCOOH; azelaic acid, HOOC(CH₂)₇COOH; and an aldehydic acid OHC(CH₂)₄COOH. From these data, two possible structures for Erythrogenic acid are to be given. A way to distinguish these two structures is also to be given.

Concept introduction:

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. Upon ozonolysis a monosubstituted carbon in double bond gives an aldehyde, a carbon in terminal double bond gives formaldehyde and carbons in triple bond yield carboxylic acids as products.

To give:

Two possible structures for erythrogenic acid from the data provided and a way to distinguish these two structures given.

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Name the molecules & Identify any chiral center CH3CH2CH2CHCH₂CH₂CH₂CH₂ OH CH₂CHCH2CH3 Br CH3 CH3CHCH2CHCH2CH3 CH3

Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electrons-pushing arrows for the following reaction or mechanistic step(s).

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 9.SE, Problem 53AP

Interpretation Introduction

Interpretation:

Erythrogenic acid, C₁₈H₂₆O₂, an acetylenic fatty acid turns vivid red on exposure to light. It absorbs 5 equivalents of H₂ in the presence of Pd to give stearic acid, CH₃(CH₂)₁₆COOH.Upon ozonolysis it gives formaldehyde, CH₂O; oxalic acid, HOOCCOOH; azelaic acid, HOOC(CH₂)₇COOH; and an aldehydic acid OHC(CH₂)₄COOH. From these data, two possible structures for Erythrogenic acid are to be given. A way to distinguish these two structures is also to be given.

Concept introduction:

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. Upon ozonolysis a monosubstituted carbon in double bond gives an aldehyde, a carbon in terminal double bond gives formaldehyde and carbons in triple bond yield carboxylic acids as products.

To give:

Two possible structures for erythrogenic acid from the data provided and a way to distinguish these two structures given.

Expert Solution & Answer

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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 9.SE, Problem 53AP

Interpretation Introduction

Interpretation:

Erythrogenic acid, C₁₈H₂₆O₂, an acetylenic fatty acid turns vivid red on exposure to light. It absorbs 5 equivalents of H₂ in the presence of Pd to give stearic acid, CH₃(CH₂)₁₆COOH.Upon ozonolysis it gives formaldehyde, CH₂O; oxalic acid, HOOCCOOH; azelaic acid, HOOC(CH₂)₇COOH; and an aldehydic acid OHC(CH₂)₄COOH. From these data, two possible structures for Erythrogenic acid are to be given. A way to distinguish these two structures is also to be given.

Concept introduction:

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. Upon ozonolysis a monosubstituted carbon in double bond gives an aldehyde, a carbon in terminal double bond gives formaldehyde and carbons in triple bond yield carboxylic acids as products.

To give:

Two possible structures for erythrogenic acid from the data provided and a way to distinguish these two structures given.

Expert Solution & Answer

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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 9.SE, Problem 53AP

Interpretation Introduction