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CH-=Choverset("Excess "NaNH(2))toAoverse...

`CH-=Choverset("Excess "NaNH_(2))toAoverset(C_(2)H_(5)Cl)toB`, find the B.

A

`C_(2)H_(5)-C-=C-C_(2)H_(5)`

B

`HC-=C-C_(2)H_(5)`

C

`H_(2)C=CH-C_(2)H_(5)`

D

`CiHC=CHC_(2)H_(5)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question, we need to follow the steps of the reaction involving the alkyne and the reagents provided. Let's break it down step by step. ### Step 1: Identify the starting material The starting material is an alkyne, specifically ethyne (acetylene), which can be represented as: \[ \text{CH} \equiv \text{CH} \] ### Step 2: React with sodium amide (NaNH₂) When ethyne reacts with excess sodium amide (NaNH₂), it acts as a strong base and abstracts a proton (H⁺) from the terminal carbon of the alkyne. This results in the formation of a carbanion (C⁻) at that carbon: \[ \text{CH} \equiv \text{C} + \text{NaNH}_2 \rightarrow \text{C} \equiv \text{C}^- + \text{NH}_3 \] Since excess NaNH₂ is used, the carbanion can be formed again by deprotonating the terminal carbon: \[ \text{C} \equiv \text{C}^- + \text{NaNH}_2 \rightarrow \text{C} \equiv \text{C}^{2-} + \text{NH}_3 \] ### Step 3: Formation of the nucleophile Now, we have a di-anionic species (C≡C²⁻), which can act as a nucleophile. ### Step 4: React with ethyl chloride (C₂H₅Cl) Next, we react this di-anionic species with ethyl chloride (C₂H₅Cl). The nucleophile (C≡C²⁻) will attack the electrophilic carbon in ethyl chloride, leading to the substitution of the chloride ion (Cl⁻): \[ \text{C} \equiv \text{C}^{2-} + \text{C}_2\text{H}_5\text{Cl} \rightarrow \text{C} \equiv \text{C} - \text{C}_2\text{H}_5 + \text{Cl}^- \] ### Step 5: Identify the products After the reaction, we have two products: - **A**: The intermediate formed after the first reaction with NaNH₂, which is the alkyne with a carbanion (C≡C²⁻). - **B**: The final product after the reaction with ethyl chloride, which is 1-butyne: \[ \text{B} = \text{C}_2\text{H}_5\text{C} \equiv \text{C} \] ### Final Answer - **A**: C≡C²⁻ (the di-anionic species) - **B**: 1-butyne (C₂H₅C≡C)
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