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Ch. 20 - Carboxylic Acids
Wade - Organic Chemistry 9th Edition
Wade9th EditionOrganic ChemistryISBN: 9780135213728당신이 사용하는 게 아니라요?교과서 변경
20장, 문제 18b

Show how to synthesize the following compounds, using appropriate carboxylic acids and amines.
(b)

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Step 1: Identify the target compound, acetanilide, which is an amide formed from the reaction between a carboxylic acid derivative and an amine. The structure contains an acetamide group (-CONH-) attached to a phenyl ring.
Step 2: Select the appropriate carboxylic acid derivative. In this case, acetic acid (CH₃COOH) or its derivative, such as acetic anhydride (CH₃CO)₂O, can be used as the source of the acetyl group (-COCH₃).
Step 3: Choose the amine required for the synthesis. Aniline (C₆H₅NH₂), which contains a phenyl group attached to an amino group (-NH₂), is the appropriate amine for this reaction.
Step 4: Perform the reaction. React aniline (C₆H₅NH₂) with acetic anhydride (CH₃CO)₂O under mild conditions. The acetic anhydride will transfer the acetyl group to the amine, forming acetanilide and acetic acid as a byproduct.
Step 5: Purify the product. After the reaction, isolate acetanilide by recrystallization or other purification techniques to obtain the pure compound.

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주요 개념

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Carboxylic Acids

Carboxylic acids are organic compounds characterized by the presence of a carboxyl group (-COOH). They are important in organic synthesis as they can react with amines to form amides. Understanding the reactivity and properties of carboxylic acids is crucial for synthesizing compounds like acetanilide, where a carboxylic acid is used to introduce the carbonyl functionality.
추천 영상:
04:20
Carboxylic Acids Nomenclature

Amines

Amines are organic compounds derived from ammonia by replacing one or more hydrogen atoms with alkyl or aryl groups. They can act as nucleophiles in chemical reactions, making them essential in the formation of amides. In the synthesis of acetanilide, an amine (aniline) reacts with an acyl chloride or carboxylic acid to form the desired product, highlighting the role of amines in organic synthesis.
추천 영상:
07:12
Reductive Amination

Amide Formation

Amide formation is a key reaction in organic chemistry where a carboxylic acid reacts with an amine to produce an amide and water. This reaction is fundamental in the synthesis of various organic compounds, including pharmaceuticals. In the case of acetanilide, the reaction between acetic acid and aniline exemplifies this process, showcasing how functional groups can be transformed to create more complex molecules.
추천 영상:
01:33
Amide Nomenclature