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CH2=C(CH2)2COOH and HBr reacts on presen...

`CH_2=C(CH_2)_2COOH` and HBr reacts on presence of peroxide to give

A

`BrCH_2CH_2(CH_2)_2COOH`

B

`CH_3CH(CH_2)_2COOH`

C

`CH_3CHCH_2(CH_2)_2COOH`

D

`CH_3CHBr(CH_2)_2COOH`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem of the reaction of the compound \( CH_2=C(CH_2)_2COOH \) with HBr in the presence of peroxide, we can follow these steps: ### Step 1: Identify the Structure of the Compound The given compound is \( CH_2=C(CH_2)_2COOH \). This can be represented as: - A double bond between the first carbon \( CH_2 \) and the second carbon \( C \) which is attached to two \( CH_2 \) groups and a carboxylic acid \( COOH \). ### Step 2: Understand the Role of Peroxide In the presence of peroxide, the reaction follows a free radical mechanism. Peroxide causes homolytic cleavage of HBr, leading to the formation of free radicals. ### Step 3: Homolytic Cleavage of HBr When HBr undergoes homolytic cleavage, it produces: - A bromine radical \( Br^\cdot \) - A hydrogen radical \( H^\cdot \) ### Step 4: Free Radical Addition to the Alkene The alkene \( CH_2=C(CH_2)_2COOH \) will react with the bromine radical. According to the Anti-Markovnikov rule, the bromine radical will add to the carbon that has more hydrogens. ### Step 5: Determine the Product The bromine radical will add to the terminal carbon \( CH_2 \) of the double bond, resulting in the formation of the product: - The double bond will break, and we will have \( CH_2Br \) at one end and the rest of the molecule will remain intact. The resulting structure will be: \[ CH_2Br-CH(CH_2)_2-COOH \] ### Step 6: Final Product The final product after the reaction will be: \[ CH_2Br-CH(CH_2)_2-COOH \] ### Summary of the Reaction The reaction of \( CH_2=C(CH_2)_2COOH \) with HBr in the presence of peroxide leads to the formation of \( CH_2Br-CH(CH_2)_2-COOH \). ---
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