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In the reaction H(3)C-overset(Br)overs...

In the reaction
`H_(3)C-overset(Br)overset(|)CH-CH_(2)-Brunderset((ii)C_(2)H_(5)Br)overset((i)"X mole "NaNH_(2))toCH_(2)-C-=C-C_(2)H_(5)`
The value of [X] is:

A

One

B

Two

C

Three

D

Four

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to analyze the reaction step by step, focusing on the role of sodium amide (NaNH2) in the elimination of bromine and the formation of a triple bond. ### Step-by-Step Solution: 1. **Identify the Starting Material**: The starting material is 1,2-dibromoethane (H₃C-CHBr-CH₂-Br). This compound has two bromine atoms attached to adjacent carbon atoms. 2. **First Reaction with NaNH2**: - When we add 1 mole of NaNH2, it acts as a strong base. - It will deprotonate the hydrogen from the beta carbon (the carbon adjacent to the one with the bromine). - This results in the formation of an alkene (CH₃-CH=CH₂) as the bromine leaves, forming NaBr. 3. **Formation of Alkene**: - After the first reaction, we have CH₃-CH=CH₂ and NaBr. - The alkene can be represented as CH₃-CH=CH₂. 4. **Second Reaction with NaNH2**: - We need to add another mole of NaNH2 to the alkene to convert it into a terminal alkyne. - NaNH2 will again remove a hydrogen from the beta carbon of the alkene, leading to the formation of a triple bond (C≡C). - This results in the formation of CH₃-C≡C-H. 5. **Final Reaction with C₂H₅Br**: - Now, we want to introduce the ethyl group (C₂H₅) by adding C₂H₅Br. - We need to add one more mole of NaNH2 to deprotonate the terminal hydrogen of the alkyne (CH₃-C≡C-H), leading to the formation of a carbanion (CH₃-C≡C⁻). - This carbanion will then react with C₂H₅Br, resulting in the final product CH₃-C≡C-C₂H₅. 6. **Count the Moles of NaNH2**: - We used 1 mole of NaNH2 for the first elimination (from 1,2-dibromoethane to alkene). - We used another mole of NaNH2 for the second elimination (from alkene to alkyne). - We used a third mole of NaNH2 to deprotonate the terminal alkyne before adding C₂H₅Br. - Therefore, the total number of moles of NaNH2 used is 3. ### Conclusion: The value of [X] is 3.
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