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In the reaction sequence CH3-C-=C-Hovers...

In the reaction sequence `CH_3-C-=C-Hoverset(NaNH_2)rarr[X]overset(HCHO)rarr[Y]`
[Y] will be

A

`CH_3-CH=CH_2`

B

`CH_3-C-=C-CH_2OH`

C

`CH_3-C-=C-CHO`

D

`CH_3-=C-COONa`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem step by step, we need to analyze the given reaction sequence: 1. **Identify the starting material**: The starting compound is an alkyne, specifically 1-butyne (CH₃-C≡C-H). 2. **Reaction with NaNH₂**: Sodium amide (NaNH₂) is a strong base and will deprotonate the terminal alkyne. The acidic hydrogen on the terminal carbon (the one attached to the triple bond) will be removed, resulting in the formation of a carbanion (negatively charged carbon). - **Reaction**: \[ CH₃-C≡C-H + NaNH₂ \rightarrow CH₃-C≡C^{-}Na^{+} + NH₃ \] - **Product [X]**: The product after this step is the sodium salt of the carbanion, which can be represented as CH₃-C≡C⁻. 3. **Reaction with HCHO (formaldehyde)**: The carbanion formed in the previous step is a nucleophile and will attack the carbonyl carbon of formaldehyde (HCHO). This results in the formation of an alkoxide intermediate. - **Reaction**: \[ CH₃-C≡C^{-} + HCHO \rightarrow CH₃-C≡C-CH₂-O^{-} \] - **Intermediate**: The alkoxide (CH₃-C≡C-CH₂-O⁻) is formed. 4. **Protonation of the alkoxide**: The alkoxide can then be protonated by adding a proton (H⁺) to form the final product. - **Reaction**: \[ CH₃-C≡C-CH₂-O^{-} + H^{+} \rightarrow CH₃-C≡C-CH₂-OH \] - **Final Product [Y]**: The final product after protonation is an alcohol, specifically 1-butyne-2-ol (CH₃-C≡C-CH₂-OH). Thus, the final answer for [Y] is **1-butyne-2-ol (CH₃-C≡C-CH₂-OH)**.
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