The type of reaction which converts the structure B to ibuprofen in synthesis I has to be identified. Concept introduction: Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester reacts with an alkoxide base which removes a α hydrogen atom. The anion so formed is reacted with an alkyl bromide. Th anion abstracts the alkyl group from the alkyl bromide. Acidic hydrolysis of the intermediate so formed gives α − substituted malonic acid. On heating, decarboxylation takes place which gives the desired carboxylic acid .

Question

1. For each of the reaction "railroads" below, you are either asked to give the structure(s) of the starting material(s) or product(s), or provide reagents/conditions to accomplish the transformation, as indicated by the boxes. a. NaOMe H+ .CO,H HO₂C MeOH (excess) MeOH H3C Br يع CH3 1. LiAlH4 2. H3O+ 3. PBг3 H3C 1. Et-Li 2. H3O+ -CO₂Me -CO₂Me OH CH3 CH3 ল 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 19.9, Problem CQ

Interpretation Introduction

Interpretation:

The type of reaction which converts the structure B to ibuprofen in synthesis I has to be identified.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester reacts with an alkoxide base which removes a α hydrogen atom. The anion so formed is reacted with an alkyl bromide. Th anion abstracts the alkyl group from the alkyl bromide. Acidic hydrolysis of the intermediate so formed gives α−substituted malonic acid. On heating, decarboxylation takes place which gives the desired carboxylic acid.

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1. For each of the reaction "railroads" below, you are either asked to give the structure(s) of the starting material(s) or product(s), or provide reagents/conditions to accomplish the transformation, as indicated by the boxes. a. NaOMe H+ .CO,H HO₂C MeOH (excess) MeOH H3C Br يع CH3 1. LiAlH4 2. H3O+ 3. PBг3 H3C 1. Et-Li 2. H3O+ -CO₂Me -CO₂Me OH CH3 CH3 ল CH3

Predict the intermediate 1 and final product 2 of this organic reaction: NaOMe ག1, ད།་, - + H You can draw 1 and 2 in any arrangement you like. 2 work up Note: if either 1 or 2 consists of a pair of enantiomers, just draw one structure using line bonds instead of 3D (dash and wedge) bonds at the chiral center. Explanation Check Click and drag to start drawing a structure. Х © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | P

What is the total energy cost associated with the compound below adopting the shown conformation? CH3 HH DH CH3

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 19.9, Problem CQ

Interpretation Introduction

Interpretation:

The type of reaction which converts the structure B to ibuprofen in synthesis I has to be identified.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester reacts with an alkoxide base which removes a α hydrogen atom. The anion so formed is reacted with an alkyl bromide. Th anion abstracts the alkyl group from the alkyl bromide. Acidic hydrolysis of the intermediate so formed gives α−substituted malonic acid. On heating, decarboxylation takes place which gives the desired carboxylic acid.

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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 19.9, Problem CQ

Interpretation Introduction

Interpretation:

The type of reaction which converts the structure B to ibuprofen in synthesis I has to be identified.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester reacts with an alkoxide base which removes a α hydrogen atom. The anion so formed is reacted with an alkyl bromide. Th anion abstracts the alkyl group from the alkyl bromide. Acidic hydrolysis of the intermediate so formed gives α−substituted malonic acid. On heating, decarboxylation takes place which gives the desired carboxylic acid.

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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 19.9, Problem CQ

Interpretation Introduction