Determiwn which compoudn will react with sodium in liquid [Free] A8
Determiwn which compoudn will react with sodium in liquid ammonia to form trans 3 hexene
Answer
✅ Detailed Explanation: Formation of trans-3-hexene using Sodium in Liquid Ammonia
Goal: To produce trans-3-hexene via a dissolving metal reduction of an alkyne using sodium (Na) in liquid ammonia (NH3).
🔬 Reaction Overview:
- The dissolving metal reduction process involves an alkyne being reduced to a trans-alkene.
- This occurs through a mechanism that includes a radical anion intermediate.
- Two successive steps of electron transfer and protonation lead to the final product.
🧪 Choosing the Correct Alkyne:
To get the double bond at carbon 3 and 4, the starting compound must have its triple bond in the same location. That compound is:
3-hexyne (CH3CH2C≡CCH2CH3)
⚙️ Mechanism Steps:
- Electron addition: An electron from sodium is added to the alkyne, forming a radical anion.
- First protonation: This intermediate is protonated to form a vinyl radical.
- Second electron addition: Another electron is added to form a vinyl anion.
- Second protonation: Final protonation gives the alkene.
Because the protonations occur on opposite faces (anti addition), the resulting product is a trans (E)-alkene.
🔍 Final Product:
The compound 3-hexyne reacts with sodium in liquid ammonia to yield:
trans-3-hexene (CH3CH2CH=CHCH2CH3)
📌 Conclusion:
Therefore, the correct compound that reacts with sodium in liquid ammonia to form trans-3-hexene is:
✅ Option (c) 3-hexyne