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The reaction of p-aminophenol with one m...

The reaction of `p-`aminophenol with one mole of acetyl chloride in presence of pyridine gives :

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To solve the problem regarding the reaction of p-aminophenol with one mole of acetyl chloride in the presence of pyridine, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants**: - The reactants are p-aminophenol (C6H4(OH)(NH2)) and acetyl chloride (CH3C(=O)Cl). - p-Aminophenol has an amino group (-NH2) at the para position to the hydroxyl group (-OH) on the benzene ring. 2. **Understand the Role of Pyridine**: - Pyridine acts as a basic solvent and helps in the reaction by deprotonating the amino group, making it a better nucleophile. 3. **Nucleophilic Attack**: - The nitrogen atom in the amino group (-NH2) is more nucleophilic than the oxygen in the hydroxyl group (-OH) due to its lower electronegativity. - The nitrogen will attack the carbonyl carbon of acetyl chloride, leading to the formation of an acylated product. 4. **Formation of the Intermediate**: - The nucleophilic attack results in the formation of an intermediate where the nitrogen is bonded to the carbonyl carbon, and a chlorine atom is released as a leaving group. - This intermediate can be represented as: \[ C6H4(OH)(NH)(C(=O)CH3)^{+} \] - Here, the nitrogen has a positive charge because it is forming four bonds (two from hydrogen and one from the carbonyl carbon). 5. **Elimination of Chloride Ion**: - The positively charged nitrogen can stabilize itself by eliminating a proton (H+) to restore its neutral state. - The chlorine ion (Cl-) is released during this process. 6. **Final Product Formation**: - The final product is an N-acetyl derivative of p-aminophenol, which can be represented as: \[ C6H4(OH)(NHCOCH3) \] - This structure consists of the unchanged hydroxyl group, the amino group now acylated to form an amide, and the acetyl group (COCH3) attached to the nitrogen. 7. **Conclusion**: - The product formed from the reaction of p-aminophenol with acetyl chloride in the presence of pyridine is N-acetyl-p-aminophenol.
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