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CH(3)CHO+H(2)NOH to CH(3)-CH=N-OH the ...

`CH_(3)CHO+H_(2)NOH to CH_(3)-CH=N-OH`
the above reaction occurs at

A

`pH=1-2`

B

`pH=3-4`

C

`any range of pH

D

pH=12-14

Text Solution

AI Generated Solution

The correct Answer is:
To determine the pH at which the reaction between acetaldehyde (CH₃CHO) and hydroxylamine (H₂NOH) occurs to form the product CH₃-CH=N-OH, we can analyze the reaction mechanism and the role of pH in this context. ### Step-by-Step Solution: 1. **Identify Reactants and Products**: - The reactants are acetaldehyde (CH₃CHO) and hydroxylamine (H₂NOH). - The product formed is CH₃-CH=N-OH. 2. **Understand the Reaction Mechanism**: - The reaction involves the nucleophilic attack of the nitrogen atom in hydroxylamine on the carbonyl carbon of acetaldehyde. - The lone pair of electrons on the nitrogen atom attacks the electrophilic carbon atom of the carbonyl group (C=O). 3. **Formation of the Intermediate**: - After the nucleophilic attack, an intermediate is formed where the nitrogen is bonded to the carbon, and the oxygen is protonated, leading to a positive charge on the nitrogen. 4. **Proton Transfer**: - An intermolecular proton transfer occurs, where a proton from the hydroxyl group (OH) is transferred to the nitrogen, stabilizing the intermediate. 5. **Elimination of Water**: - The intermediate then loses a water molecule (H₂O) through a condensation reaction, resulting in the formation of the double bond between carbon and nitrogen, yielding the final product CH₃-CH=N-OH. 6. **Effect of pH on the Reaction**: - At low pH (acidic conditions), the nucleophile (hydroxylamine) can become protonated, which reduces its nucleophilicity and inhibits the reaction. - At high pH (basic conditions), there may not be enough acidic protons available to facilitate the reaction, as the hydroxylamine can also lose a proton. - Therefore, the optimal pH for this reaction is around neutral to slightly acidic (pH 3 to 4), where the nucleophile is not protonated and can effectively attack the carbonyl carbon. ### Conclusion: The reaction occurs best at a pH range of approximately 3 to 4.
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