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2-Butyne can be prepared from which of f...

2-Butyne can be prepared from which of following compounds?

A

`CH_3-underset(Cl)underset(|)overset(Cl)overset(|)C-underset(Cl)underset(|)overset(Cl)overset(|)C-CH_3`

B

`CH_3-CH_2-underset(Br)underset(|)overset(Br)overset(|)C-CH_3`

C

`underset(Cl)underset(|)(CH_2)-CH_2-CH_2-underset(Cl)underset(|)(CH_2)`

D

Both A and B

Text Solution

AI Generated Solution

The correct Answer is:
To determine which compound can be converted into 2-butyne, we need to analyze the given compounds and the reactions that can be performed on them. ### Step-by-Step Solution: 1. **Identify the structure of 2-butyne**: 2-butyne is an alkyne with the formula C4H6, specifically with a triple bond between the second and third carbon atoms (CH3-C≡C-CH3). 2. **Analyze the first compound (CH3CCl)**: - When CH3CCl is treated with silver (Ag) in the presence of heat, it undergoes a reaction to form 2-butyne: \[ \text{CH}_3\text{CCl} + \text{Ag} \xrightarrow{\text{heat}} \text{CH}_3\text{C} \equiv \text{C}\text{CH}_3 + 4 \text{AgCl} \] - This reaction results in the formation of 2-butyne. 3. **Analyze the second compound (CH3CH2CBr2)**: - When CH3CH2CBr2 is treated with sodium amide (NaNH2), it undergoes dehydrohalogenation: \[ \text{CH}_3\text{CH}_2\text{CBr}_2 + 2 \text{NaNH}_2 \rightarrow \text{CH}_3\text{C} \equiv \text{C}\text{CH}_3 + 2 \text{NaBr} + 2 \text{NH}_3 \] - This reaction also leads to the formation of 2-butyne. 4. **Analyze the third compound (CH2=CH-CH2-Cl)**: - When this compound reacts with NaNH2, it can lead to the formation of 1,4-butadiene instead of 2-butyne: \[ \text{CH}_2\text{=CH-CH}_2\text{Cl} + \text{NaNH}_2 \rightarrow \text{CH}_2\text{=CH-C} \equiv \text{C} + \text{NaCl} + \text{NH}_3 \] - This does not produce 2-butyne. 5. **Conclusion**: - The first two compounds (CH3CCl and CH3CH2CBr2) can be converted into 2-butyne, while the third compound does not yield 2-butyne. ### Final Answer: 2-butyne can be prepared from the following compounds: - CH3CCl - CH3CH2CBr2
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