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CH(2)=CH-CH(2)-CH-CH(2)overset(NBS)to[A]...

`CH_(2)=CH-CH_(2)-CH-CH_(2)overset(NBS)to[A].` The major product [A] is

A

`CH_(2)=CH-underset(Br)underset(|)CH-CH=CH_(2)`

B

`CH_(2)=CH-CH=CH-CH_(2)-Br`

C

`CH_(2)=CH-underset(Br)underset(|)CH=CH_(2)`

D

`CH_(3)-underset(H)underset(|)C=C=underset(H)underset(|)C-CH_(2)-Br`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given question, we need to understand the reaction of the compound with N-bromosuccinimide (NBS) and how it leads to the formation of the major product [A]. Here’s a step-by-step breakdown of the process: ### Step 1: Identify the Reactant The reactant is 1-pentene, which has the structure: \[ \text{CH}_2=\text{CH}-\text{CH}_2-\text{CH}_2-\text{CH}_2 \] ### Step 2: Understand the Role of NBS N-bromosuccinimide (NBS) is a brominating agent that generates bromine radicals when heated. The structure of NBS can be represented as: \[ \text{NBS} = \text{C}_4\text{H}_4\text{Br}\text{N} \] When heated, it homolytically cleaves to form a bromine radical (Br•) and a succinimide radical. ### Step 3: Radical Mechanism 1. The bromine radical (Br•) will react with the alkene (1-pentene). 2. The Br• will abstract a hydrogen atom from the most stable position on the alkene, which is typically the carbon adjacent to the double bond. ### Step 4: Formation of the Radical When Br• abstracts a hydrogen atom from the terminal carbon (CH2), it generates a more stable radical at the second carbon (C1), leading to: \[ \text{CH}_2=\text{C}(\text{•})-\text{CH}_2-\text{CH}_2-\text{CH}_2 \] ### Step 5: Radical Stabilization The radical formed is stabilized by resonance. The radical can delocalize, allowing for more stability: - The radical can be represented as: \[ \text{CH}_2-\text{C}(\text{•})-\text{CH}_2 \] This radical can further rearrange or react with Br•. ### Step 6: Bromination The Br• will now react with the radical formed: - The radical (C•) will bond with Br to form: \[ \text{CH}_2=\text{CH}-\text{CBr}-\text{CH}_2-\text{CH}_2 \] ### Step 7: Major Product Formation The final product after the reaction with NBS will be: \[ \text{CH}_2=\text{CH}-\text{CBr}-\text{CH}_2-\text{CH}_2 \] This compound is 3-bromopent-1-ene. ### Conclusion The major product [A] formed from the reaction of 1-pentene with NBS is: \[ \text{3-bromopent-1-ene} \]
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NARAYNA-HYDROCARBONS -EXERCISE - 2 (C.W)
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  8. Which of the following will give six isomers in when monochlorinated?

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  11. In the reaction given below, the product C is CaC(2)overset(H(2)O)ra...

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  13. An alkane of mol. Weight 72 gives on monochlorination only one product...

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