5 Questions
What type of reaction occurs when aliphatic and aromatic primary and secondary amines react with acid chlorides, anhydrides, and esters?
Nucleophilic substitution
In acylation reactions, what is the role of the base (e.g., pyridine) that is stronger than the amine?
Removes the HCl formed
What are the products obtained by acylation reactions involving amines?
Amides
What is the name of the reaction when amines react with benzoyl chloride (C6H5COCl)?
Benzoylation
How do amines react with carboxylic acids at room temperature?
Form salts
Study Notes
Acylation Reactions Involving Amines
- Aliphatic and aromatic primary and secondary amines react with acid chlorides, anhydrides, and esters to form amides.
- In acylation reactions, a strong base (e.g., pyridine) is used to facilitate the reaction by removing the HCl formed during the reaction.
- The products of acylation reactions involving amines are amides.
- The reaction between amines and benzoyl chloride (C6H5COCl) is known as the Schotten-Baumann reaction.
- At room temperature, amines react with carboxylic acids to form salts.
Explore how aliphatic and aromatic primary and secondary amines react with acid chlorides, anhydrides, and esters through nucleophilic substitution to form amides in the acylation reaction. Understand the mechanism involving the replacement of hydrogen atoms by acyl groups. Learn about the role of pyridine as a base in shifting the equilibrium of the reaction.
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