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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 will analyze the reaction sequence provided: 1. **Identify the starting compound**: The starting compound is CH₃-C≡C-H (1-butyne). 2. **Reaction with NaNH₂**: - Sodium amide (NaNH₂) acts as a strong base. It will abstract the acidic hydrogen from the terminal alkyne (the hydrogen attached to the carbon with the triple bond). - The acidic hydrogen in this case is the one attached to the terminal carbon (the CH at the end of the triple bond). - The reaction can be represented as: \[ \text{CH}_3-\text{C} \equiv \text{C}-\text{H} + \text{NaNH}_2 \rightarrow \text{CH}_3-\text{C} \equiv \text{C}^- + \text{Na}^+ + \text{NH}_3 \] - This gives us the intermediate compound **X**: CH₃-C≡C⁻ (the anion). 3. **Reaction with HCHO (formaldehyde)**: - The anion (X) will now react with formaldehyde (HCHO). The nucleophilic carbon of the alkyne will attack the electrophilic carbon of formaldehyde. - The reaction can be represented as: \[ \text{CH}_3-\text{C} \equiv \text{C}^- + \text{HCHO} \rightarrow \text{CH}_3-\text{C} \equiv \text{C}-\text{CH}_2\text{OH}^- \] - After the attack, the double bond shifts, and we will have a compound with a hydroxymethyl group (-CH₂OH) attached to the terminal carbon of the triple bond. - The final product **Y** is: CH₃-C≡C-CH₂OH. 4. **Final Product**: - The compound Y formed after the reaction sequence is **CH₃-C≡C-CH₂OH** (which is 3-buten-1-ol). ### Final Answer: The compound Y will be **CH₃-C≡C-CH₂OH**.
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