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Ethyl acetate on treatmemt with Hydrazin...

Ethyl acetate on treatmemt with Hydrazine gives-

A

`CH_(3)-underset(O)underset(||)C-NHNH_(2)`

B

`CH_(3)-underset(N,NH_(2))underset(||)C-OC_(2)H_(5)`

C

`CH_(3)-underset(O)underset(||)C-ONH.NH_(2)`

D

`CH_(3)-underset(O)underset(||)C-NH_(2)`

Text Solution

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The correct Answer is:
To solve the question of what ethyl acetate gives when treated with hydrazine, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants**: - Ethyl acetate has the structure: CH3C(=O)OCH2CH3. - Hydrazine is represented as NH2NH2. 2. **Understand the Reaction**: - Ethyl acetate is an ester, and hydrazine is a nucleophile due to the presence of lone pairs on nitrogen. - The carbonyl carbon in ethyl acetate is electrophilic (positively charged) due to the electronegativity of oxygen. 3. **Nucleophilic Attack**: - The nitrogen atom from hydrazine attacks the electrophilic carbon of the carbonyl group (C=O) in ethyl acetate. - This forms a tetrahedral intermediate where the carbonyl oxygen becomes negatively charged. 4. **Formation of the Intermediate**: - The structure of the intermediate after the nucleophilic attack can be represented as: - CH3C(OH)(NH2)OCH2CH3. - Here, the carbon is bonded to an -OH group (from the carbonyl oxygen) and an -NH2 group (from hydrazine). 5. **Elimination of Leaving Groups**: - The intermediate undergoes rearrangement where the -OH group can leave as water (H2O) and one hydrogen from the nitrogen can leave as H+. - This leads to the formation of a product where the nitrogen is now bonded to the carbon. 6. **Final Product**: - The final product after the elimination of water and a proton is: - CH3C(=O)NHNH2. - This compound is known as an acyl hydrazone. 7. **Conclusion**: - Therefore, the product formed when ethyl acetate is treated with hydrazine is an acyl hydrazone, specifically: - CH3C(=O)NHNH2. ### Answer: The product formed when ethyl acetate is treated with hydrazine is CH3C(=O)NHNH2.
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ALLEN-ALKENE, ALKANE & ALKYNE -EXCERSISE-1
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  8. Ethyl acetate on treatmemt with Hydrazine gives-

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