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CH3-C-=C-CH-3 overset(NaNH2)rarr'X'. Wha...

`CH_3-C-=C-CH-3 overset(NaNH_2)rarr'X'`. What is X.?

A

`CH_3CH_2CH=CH_2`

B

`CH_3CH_2C-=CH`

C

`CH_3-CH=CH-CH_3`

D

`CH_2=C=CH-CH_3`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to determine the product 'X' formed when butyl 2-yne (CH₃-C≡C-CH₃) reacts with sodium amide (NaNH₂). ### Step-by-Step Solution: 1. **Identify the Reactant:** The reactant is butyl 2-yne, which has the structure: \[ CH_3-C≡C-CH_3 \] This is a symmetrical alkyne. 2. **Understand the Role of NaNH₂:** Sodium amide (NaNH₂) is a strong base. When it reacts with alkynes, it can abstract acidic protons from terminal alkynes, leading to the formation of an anion. 3. **Proton Abstraction:** In this case, since butyl 2-yne is symmetrical and does not have a terminal hydrogen, the reaction will lead to the abstraction of a proton from one of the carbon atoms adjacent to the triple bond, forming a carbanion: \[ CH_3-C≡C^- - CH_3 \] 4. **Formation of the Carbanion:** The carbanion can be represented as: \[ CH_3-C^-C-CH_3 \] The negative charge is now on one of the carbon atoms adjacent to the triple bond. 5. **Tautomerization:** The carbanion can undergo tautomerization, where the negative charge can shift, and a proton can be abstracted from the adjacent carbon. This results in the formation of a double bond: \[ CH_3-CH=C^-=C-CH_3 \] This structure can further rearrange to form a terminal alkyne. 6. **Final Product:** After the tautomerization and rearrangement, the final product is: \[ CH_3-C≡C-H \] This is 1-butyne, a terminal alkyne. ### Conclusion: The product 'X' formed from the reaction of butyl 2-yne with NaNH₂ is **1-butyne (CH₃-C≡C-H)**.

To solve the problem, we need to determine the product 'X' formed when butyl 2-yne (CH₃-C≡C-CH₃) reacts with sodium amide (NaNH₂). ### Step-by-Step Solution: 1. **Identify the Reactant:** The reactant is butyl 2-yne, which has the structure: \[ CH_3-C≡C-CH_3 ...
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