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Ch.21 - Organic Chemistry
Chapter 21, Problem 87b

Classify each amine reaction as acid–base or condensation and list its products.
b. CH3CH2NH2 + CH3CH2COOH →

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Identify the reactants: CH3CH2NH2 is ethylamine, a primary amine, and CH3CH2COOH is propanoic acid, a carboxylic acid.
Determine the type of reaction: This reaction involves an amine and a carboxylic acid, which typically undergoes a condensation reaction to form an amide and water.
Write the balanced chemical equation for the reaction: CH3CH2NH2 + CH3CH2COOH -> CH3CH2CONHCH2CH3 + H2O.
Identify the products: The products of this reaction are N-ethylpropanamide (an amide) and water (H2O).
Classify the reaction: Since the reaction involves the formation of an amide and water, it is classified as a condensation reaction.

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Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Acid-Base Reactions

Acid-base reactions involve the transfer of protons (H+) between reactants. In this context, an amine (which acts as a base) reacts with a carboxylic acid (which acts as an acid) to form an ammonium salt. The amine accepts a proton from the acid, resulting in a positively charged ammonium ion and a negatively charged carboxylate ion.
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Condensation Reactions

Condensation reactions occur when two molecules combine to form a larger molecule, typically with the loss of a small molecule such as water. In the case of amines and carboxylic acids, the reaction can lead to the formation of an amide, where the amine and acid combine, releasing water as a byproduct. This type of reaction is crucial in forming peptide bonds in proteins.
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Products of Amine Reactions

The products of amine reactions depend on the nature of the reactants and the reaction conditions. In the case of the reaction between an amine and a carboxylic acid, the primary products are an ammonium salt if classified as an acid-base reaction, or an amide and water if classified as a condensation reaction. Understanding the specific reactants helps predict the outcome of the reaction.
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