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CH3-underset(Br)underset(|)(CH)-underset...

`CH_3-underset(Br)underset(|)(CH)-underset(Br)underset(|)(CH_2)underset(alc.)overset(KOH)rarrCH_3-CH=underset(Br)underset(|)(CH)overset("Reagent")rarrCH_3C-=CH` The reagent is

A

sodium

B

KOH in etanol

C

sodamide

D

zinc dust in ethanol

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question, we need to identify the reagent that will convert the compound CH₃-CH=CHBr into propyne (CH₃-C≡CH). Here’s a step-by-step breakdown of the solution: ### Step 1: Understand the Starting Material The starting material is a compound with a double bond and a bromine atom (CH₃-CH=CHBr). This is a vinylic halide, where the halogen is attached to a carbon that is part of a double bond. ### Step 2: Identify the Reaction Type To convert a vinylic halide to an alkyne, we need to perform a dehydrohalogenation reaction. This involves removing a hydrogen atom and a halogen atom (in this case, bromine) from adjacent carbon atoms. ### Step 3: Select the Appropriate Reagent For the dehydrohalogenation of a vinylic halide to form an alkyne, a strong base is required. The reagent that is commonly used for this purpose is sodamide (NaNH₂). - **Sodamide (NaNH₂)** acts as a strong base and can abstract a proton from the carbon adjacent to the carbon with the bromine atom. ### Step 4: Mechanism of the Reaction 1. **Base Abstraction**: The NaNH₂ will abstract a hydrogen atom from the carbon adjacent to the carbon with the bromine. 2. **Formation of Alkyne**: The electrons from the C-H bond will shift to form a triple bond between the two carbon atoms, and the bromine will leave as a bromide ion (Br⁻). ### Step 5: Final Product After the reaction with sodamide, the final product will be propyne (CH₃-C≡CH). ### Conclusion The reagent required to convert CH₃-CH=CHBr to propyne (CH₃-C≡CH) is **sodamide (NaNH₂)**. ---
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