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Which of the following is the best description of the mechanism of the reaction between a ketone and an amine to form an imine?
  • a)
    Concerted bimolecular substitution
  • b)
    Nucleophilic addition followed by elimination
  • c)
    Elimination followed by nucleophilic addition
  • d)
    Electrophilic addition followed by rearrangement
Correct answer is option 'B'. Can you explain this answer?
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Explanation:

The reaction between a ketone and an amine to form an imine involves several steps. The best description of the mechanism is nucleophilic addition followed by elimination.

Nucleophilic Addition:
In the first step, the lone pair of electrons on the nitrogen atom of the amine attacks the carbonyl carbon of the ketone, forming a new bond. This results in the formation of a tetrahedral intermediate.

Elimination:
In the second step, a proton is removed from the nitrogen atom, resulting in the formation of an imine. This elimination step leads to the restoration of the carbonyl functionality and the expulsion of a molecule of water.

Key Points:
- The mechanism of the reaction between a ketone and an amine to form an imine involves nucleophilic addition followed by elimination.
- In the nucleophilic addition step, the lone pair of electrons on the nitrogen atom of the amine attacks the carbonyl carbon of the ketone.
- This results in the formation of a tetrahedral intermediate.
- In the elimination step, a proton is removed from the nitrogen atom, resulting in the formation of an imine.
- This elimination step restores the carbonyl functionality and expels a molecule of water.

Summary:
The mechanism of the reaction between a ketone and an amine to form an imine involves nucleophilic addition followed by elimination. In the nucleophilic addition step, the amine attacks the carbonyl carbon, forming a tetrahedral intermediate. In the elimination step, a proton is removed from the nitrogen atom, resulting in the formation of an imine. This mechanism explains the formation of imines from ketones and amines.
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Which of the following is the best description of the mechanism of the reaction between a ketone and an amine to form an imine?a)Concerted bimolecular substitutionb)Nucleophilic addition followed by eliminationc)Elimination followed by nucleophilic additiond)Electrophilic addition followed by rearrangementCorrect answer is option 'B'. Can you explain this answer?
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Which of the following is the best description of the mechanism of the reaction between a ketone and an amine to form an imine?a)Concerted bimolecular substitutionb)Nucleophilic addition followed by eliminationc)Elimination followed by nucleophilic additiond)Electrophilic addition followed by rearrangementCorrect answer is option 'B'. Can you explain this answer? for JEE 2024 is part of JEE preparation. The Question and answers have been prepared according to the JEE exam syllabus. Information about Which of the following is the best description of the mechanism of the reaction between a ketone and an amine to form an imine?a)Concerted bimolecular substitutionb)Nucleophilic addition followed by eliminationc)Elimination followed by nucleophilic additiond)Electrophilic addition followed by rearrangementCorrect answer is option 'B'. Can you explain this answer? covers all topics & solutions for JEE 2024 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for Which of the following is the best description of the mechanism of the reaction between a ketone and an amine to form an imine?a)Concerted bimolecular substitutionb)Nucleophilic addition followed by eliminationc)Elimination followed by nucleophilic additiond)Electrophilic addition followed by rearrangementCorrect answer is option 'B'. Can you explain this answer?.
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