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CH(3)C -= CH overset(2HBr)rarroverset(H(...

`CH_(3)C -= CH overset(2HBr)rarroverset(H_(2)O)rarr` Product, Product is :

A

`CH_(3)-underset(OH)underset(|)(C ) H- CH_(3)`

B

`CH_(3)-underset(O) underset(||)(C )-CH_(3)`

C

`CH_(3)-CH_(2)-underset(O)underset(||)(C ) - H`

D

`CH_(3)-underset(OH)underset(|)(C )H-underset(OH)underset(|)(C )H_(2)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given question, we need to analyze the reaction of propyne (CH₃C≡CH) with 2 equivalents of HBr followed by H₂O. Let's break it down step by step: ### Step 1: Identify the Reactant The starting compound is propyne, which has the structure: \[ \text{CH}_3\text{C} \equiv \text{CH} \] ### Step 2: First Reaction with HBr When propyne reacts with HBr, we expect Markovnikov's addition to occur. This means that the bromine (Br) will add to the more substituted carbon atom. The addition of HBr to propyne will yield 2-bromopropene: \[ \text{CH}_3\text{C} \equiv \text{CH} + \text{HBr} \rightarrow \text{CH}_3\text{C}(\text{Br})=\text{CH}_2 \] This compound is 2-bromopropene. ### Step 3: Second Reaction with HBr Since we have 2 equivalents of HBr, we will add another HBr molecule to the 2-bromopropene. Again, Markovnikov's rule applies, and we will get 2,2-dibromopropane: \[ \text{CH}_3\text{C}(\text{Br})=\text{CH}_2 + \text{HBr} \rightarrow \text{CH}_3\text{C}(\text{Br})(\text{Br})\text{CH}_3 \] This compound is 2,2-dibromopropane. ### Step 4: Reaction with H₂O Now, when we treat 2,2-dibromopropane with water (H₂O), we will undergo hydrolysis. The bromine atoms will be replaced by hydroxyl groups (OH) through nucleophilic substitution. The product will be: \[ \text{CH}_3\text{C}(\text{OH})(\text{Br})\text{CH}_3 \] However, we need to consider that the final product will be a ketone after the elimination of HBr. The reaction will yield: \[ \text{CH}_3\text{C}(=O)\text{CH}_3 \] This is acetone. ### Final Product The final product after the complete reaction sequence is: \[ \text{CH}_3\text{C}(=O)\text{CH}_3 \] This compound is known as acetone. ### Summary of Steps: 1. Start with propyne (CH₃C≡CH). 2. Add HBr to form 2-bromopropene (CH₃C(Br)=CH₂). 3. Add another HBr to form 2,2-dibromopropane (CH₃C(Br)(Br)CH₃). 4. React with H₂O to yield acetone (CH₃C(=O)CH₃).
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