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What is obtained, when propene is treate...

What is obtained, when propene is treated with N-bromo succinimide `:`

A

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

B

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

C

`BrCH_(2) -CH = CHBr`

D

`BrCH_(2) - underset( Br) underset( |)( C ) H -CH_(2) Br`

Text Solution

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The correct Answer is:
To find out what product is obtained when propene is treated with N-bromo succinimide (NBS), we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants**: - The reactant is propene, which has the molecular structure CH2=CH-CH3. - N-bromo succinimide (NBS) is a reagent used for allylic bromination. 2. **Understand the Reaction Type**: - The reaction involves allylic bromination, which occurs at the allylic position (the carbon adjacent to the double bond) of propene. - NBS facilitates this reaction through a free radical mechanism. 3. **Draw the Structure of Propene**: - Propene can be represented as: ``` H H | | H-C=C-H | | H H ``` 4. **Identify the Allylic Position**: - In propene, the allylic carbon is the one next to the double bond. For propene, the allylic carbon is the one connected to the CH3 group. 5. **Mechanism of Reaction**: - The reaction proceeds via a free radical mechanism: - **Initiation**: NBS generates bromine radicals. - **Propagation**: The bromine radical abstracts a hydrogen atom from the allylic position, forming an allylic radical. - **Termination**: The allylic radical reacts with another bromine radical to form the final product. 6. **Formation of the Product**: - The allylic radical formed will be: ``` H Br | | H-C-C-H | | H H ``` - The final product after bromination will be 3-bromopropene, which can be represented as: ``` H Br | | H-C=C-H | | H H ``` 7. **Final Product**: - The product obtained from the reaction of propene with N-bromo succinimide is **3-bromopropene**.
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Knowledge Check

  • Toluene on reaction with N-bromo-succinimide gives

    A
    p-bromomethylbenzene
    B
    o-bromomethylbenzene
    C
    phenyl-bromomethane
    D
    m-bromomethylbenzene
  • What is the chief product obtained when n-butane is treated with bromine in the presence of light at 130^@C ?

    A
    `CH_3-CH_2-CH_2-CH_2-Br`
    B
    `CH_2=CH-underset(CH_3)underset|CH-Br`
    C
    `CH_3-CH_2-underset(CH_3)underset|CH-Br`
    D
    `CH_3-underset(CH_3)underset|overset(CH_3)overset|C-CH_2Br`
  • What is the chief product obtained when n-butane is treated with bromine in the presence of light at 130^@ C

    A
    `CH_3-CH_2-undersetunderset(CH_3)|CH-Br`
    B
    `CH_3-undersetunderset(CH_3)|CH-CH_2-Br`
    C
    `CH_3-undersetunderset(CH_3)|oversetoverset(CH_3)|C-Br`
    D
    `CH_3-CH_2-CH_2-CH_2-Br`