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Reaction of ammonia derivative with carb...

Reaction of ammonia derivative with carbonyl compound is an example of -

A

Addition and Substitution

B

Substitution and Elimination

C

Addition and Elimination

D

Addition and intramolecular substitution

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To solve the question regarding the reaction of an ammonia derivative with a carbonyl compound, we can break it down into a step-by-step explanation. ### Step-by-Step Solution: 1. **Identify the Reactants**: We will consider the reaction between acetaldehyde (CH3CHO) and hydroxylamine (NH2OH), which is an ammonia derivative. **Hint**: Look for common ammonia derivatives that can react with carbonyl compounds. 2. **Nucleophilic Attack**: The nitrogen atom in hydroxylamine has a lone pair of electrons. This lone pair attacks the carbonyl carbon of acetaldehyde. As a result, the double bond between carbon and oxygen in the carbonyl group shifts, leading to the formation of a tetrahedral intermediate. **Hint**: Remember that nucleophiles attack electrophilic centers, such as the carbonyl carbon. 3. **Formation of Tetrahedral Intermediate**: After the nucleophilic attack, we have a tetrahedral intermediate where the carbon is now bonded to the nitrogen from hydroxylamine and has a negative charge on the oxygen. **Hint**: Visualize the structure of the tetrahedral intermediate to understand the bonding changes. 4. **Proton Transfer**: The negatively charged oxygen can now remove a proton (H+) from the nitrogen, leading to a new structure where nitrogen is positively charged, and oxygen is neutral. **Hint**: Proton transfer is a common step in reactions involving acids and bases. 5. **Elimination of Water**: The next step involves the elimination of water (H2O) from the intermediate. This occurs when the hydroxyl group (OH) on the nitrogen and a hydrogen atom from the carbon are removed, resulting in the formation of an imine. **Hint**: Elimination reactions often involve the removal of small molecules like water. 6. **Final Product**: The final product of this reaction is an imine (specifically, an oxime in this case), which is formed from the reaction of hydroxylamine with acetaldehyde. **Hint**: Check the structure of the final product to confirm it matches the expected outcome of the reaction. 7. **Conclusion**: The overall reaction of an ammonia derivative (hydroxylamine) with a carbonyl compound (acetaldehyde) is an example of a nucleophilic addition followed by elimination, leading to the formation of an imine. **Hint**: Remember that this type of reaction is characteristic of carbonyl compounds reacting with nucleophiles. ### Final Answer: The reaction of an ammonia derivative with a carbonyl compound is an example of a **nucleophilic addition-elimination reaction**.
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Knowledge Check

  • Which of the following statement is incorrect about the reaction of ammonia derivatives with carbonyl compounds?

    A
    pH of solution is maintained between 3 to 4
    B
    Addition of ammonia derivatives occurs followed by elimination of `H_(2)O`
    C
    At very low pH (less than 3) ammonia derivatives are protonated and do not act as nucleophile
    D
    At very high pH reaction becomes explosive
  • Which of the following statement is incorrect about the reaction of ammonia derivative with carbonyl compounds?

    A
    pH of solution is maintained between 4 to 5
    B
    Addition of ammonia derivatives occurs followed by elimination of H2O
    C
    At very low (less than 3) ammonia derivatives are protonated and do not act as necleophile
    D
    At very high pH, reaction becomes explosive
  • Assertion : The addition of ammonia derivatives to carbonyl compounds is carried in weakly acidic medium. Reason : In weakly acidic medium attacking nucleophile is also protonated.

    A
    If both assertion and reason are correct and reason is correct explanation for assertion.
    B
    If both assertion and reason are correct and reason is not correct explanation for assertion.
    C
    If assertion is correct but reason is incorrect.
    D
    If assertion as well as reason are both incorrect.
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