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Alkynes on reduction with sodium in liqu...

Alkynes on reduction with sodium in liquid ammonia forms

A

cis alkene

B

cis alkane

C

trans alkene

D

trans alkane

Text Solution

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The correct Answer is:
To solve the question regarding the reduction of alkynes with sodium in liquid ammonia, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants**: The reactant in this case is an alkyne, which has the general formula R-C≡C-R'. 2. **Understand the Reaction Conditions**: The reaction involves sodium (Na) and liquid ammonia (NH₃). This combination is known as the Barge reduction. 3. **Reaction Mechanism**: During the Barge reduction, sodium donates electrons to the alkyne, resulting in the formation of a radical anion. This radical anion then undergoes protonation by ammonia. 4. **Formation of the Product**: The product formed from this reaction is a cis-alkene. However, due to the specific conditions of the Barge reduction, the product is actually a trans-alkene. The general structure of the product can be represented as R-C=C-H. 5. **Conclusion**: Therefore, the reduction of an alkyne with sodium in liquid ammonia results in the formation of a trans-alkene. ### Final Answer: The product formed from the reduction of alkynes with sodium in liquid ammonia is a **trans-alkene**. ---
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