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Which of the following statement are cor...

Which of the following statement are correct for give reaction.
`CH_3-undersetunderset(CH_3)(|)C=CH-CH_3+HBr overset("Peroxide")toCH_3-undersetunderset(CH_3)(|)oversetoverset(Br)(|)C-CH_2-CH_3 " " CH_3-undersetunderset(CH_3)(|)CH-oversetoverset(Br)(|)CH-CH_3`

A

Major product is mixture of two enantiomers.

B

Less stable carbocation give major product

C

Less stable free radical give major product

D

More stable free radical give major product

Text Solution

AI Generated Solution

The correct Answer is:
To analyze the given reaction of an alkene with hydrogen bromide in the presence of peroxide, we will follow a systematic approach to determine the correctness of the statements related to the reaction mechanism and products. ### Step-by-Step Solution: 1. **Identify the Reaction Type**: The reaction involves an alkene (CH₃C(CH₃)=CH-CH₃) reacting with HBr in the presence of peroxide. This indicates that the reaction follows a free radical mechanism due to the presence of peroxide. **Hint**: Remember that the presence of peroxide leads to a free radical addition mechanism. 2. **Understand the Mechanism**: In the free radical mechanism, the addition of HBr occurs via the formation of free radicals rather than through the formation of carbocations. The reaction proceeds with the generation of bromine radicals (Br•) which will add to the alkene. **Hint**: Free radical mechanisms do not involve carbocation intermediates. 3. **Apply Anti-Markovnikov's Rule**: According to Anti-Markovnikov's rule, in the presence of peroxide, the bromine (Br) will add to the less substituted carbon of the alkene. In this case, the Br will add to the terminal carbon (the carbon with fewer alkyl substituents). **Hint**: Anti-Markovnikov's rule states that the halogen adds to the less substituted carbon in the presence of peroxides. 4. **Determine the Major Product**: The major product formed from this reaction will be CH₃C(CH₃)Br-CH₂-CH₃. This product has the Br attached to the less substituted carbon of the alkene. **Hint**: Identify the product by considering where the Br adds according to the Anti-Markovnikov's rule. 5. **Analyze Chirality**: The product has a carbon that is bonded to four different groups (CH₃, CH₂, Br, and another CH₃). This means that this carbon is a chiral center, leading to the possibility of two enantiomers. **Hint**: A carbon is chiral if it is attached to four different substituents. 6. **Evaluate Statements**: - **Statement A**: Incorrect, as the product does have a chiral center. - **Statement B**: Incorrect, as no carbocation is formed in this mechanism. - **Statement C**: Correct, as the more substituted free radical is indeed more stable. - **Statement D**: Correct, as the product can exist as two enantiomers due to chirality. ### Conclusion: The correct statements regarding the reaction are those that align with the free radical mechanism, the application of Anti-Markovnikov's rule, and the chirality of the product. ### Final Answers: - Statement C and Statement D are correct.
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