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The reaction of C(6) H(5) CH=CHCH(3) wit...

The reaction of `C_(6) H_(5) CH=CHCH_(3)` with HBr produces :

A

B

`C_(6)H_(5)underset(Br)underset(|)CHCH_(2)CH_(3)`

C

`C_(6)H_(5)CH_(2)underset(Br)underset(|)CHCH_(3)`

D

`C_(6)H_(5)CH_(2)CH_(2)CH_(2)Br`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem of the reaction of C6H5CH=CHCH3 with HBr, we will follow these steps: ### Step 1: Identify the Structure The compound C6H5CH=CHCH3 can be broken down as follows: - C6H5 represents a phenyl group (benzene ring). - CH=CH represents a double bond between two carbon atoms. - CH3 represents a methyl group. So the full structure can be visualized as: ``` C6H5 | C || C | CH3 ``` ### Step 2: Apply Markovnikov's Rule When HBr reacts with an alkene, Markovnikov's rule states that the hydrogen atom (H) will attach to the carbon atom that has more hydrogen atoms already attached. In this case, we have two possible sites for the HBr to add across the double bond. ### Step 3: Determine Possible Carbocation Intermediates 1. **First Possible Carbocation (Intermediate A)**: - If H adds to the carbon of the double bond that is part of the phenyl group (C6H5), the structure will be: ``` C6H5 | CH | CH3 ``` This leads to a carbocation at the other carbon (CH) which is less stable. 2. **Second Possible Carbocation (Intermediate B)**: - If H adds to the other carbon (the one attached to CH3), the structure will be: ``` C6H5 | CH2+ | CH3 ``` This carbocation is more stable due to resonance stabilization from the phenyl group. ### Step 4: Nucleophilic Attack by Bromide Ion Once the more stable carbocation (Intermediate B) is formed, the bromide ion (Br-) will attack the positively charged carbon: - The Br will attach to the carbon that has the positive charge, leading to the final product. ### Step 5: Write the Final Product The final product can be represented as: ``` C6H5 | CH | CH2Br ``` In condensed form, this is C6H5CH(CH2Br)CH3. ### Conclusion The reaction of C6H5CH=CHCH3 with HBr produces C6H5CH(CH2Br)CH3.
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AAKASH INSTITUTE ENGLISH-HYDROCARBONS-Assignment(Section - C) (Previous Years Questions)
  1. Consider the nitration of benzene using mixed conc. H(2)SO(4) and HNO(...

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  2. In the reaction with HCl, an alkene reacts in accordance with Markowni...

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  3. The reaction of C(6) H(5) CH=CHCH(3) with HBr produces :

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  4. Which of the following organic compounds has same hybridisation as its...

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  5. Which of the following reagents will be able to distinguish between 1-...

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  6. Liquid hydrocarbon is converted to a mixture of gaseous hydrocarbons b...

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  7. The reaction of toluene with CI(2) in presence of FeCI(3) gives X and ...

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  8. In the following the most stable conformation of n-butane is

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  9. Benzene reacts with CH(3)Cl in the presence of anhydrous AlCl(3) to ...

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  10. Nitrobenzene can be prepared from benzene by using a mixture of conc....

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  11. How many stereoisomers does this molecule have ? CH(3)CH=CHCH(2)CHBr...

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  12. The order decreasing reactivity towards an electrophilic reagent, for ...

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  13. Predict the product C obtained in the following reaction of butyne-1: ...

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  14. Which one of the following alkenes will react faster with H(2) under ...

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  15. Which is maximum stable ?

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  16. Geometrical isomers differ in:

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  17. The correct order of reactivity towards the electrophilic substitiutio...

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  18. The reactive species in the nitration of benzene is

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  19. CH(3)-underset(CH(3))underset(|)(C)H-CH=CH(2)+HBr rarr (product) which...

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  20. An alkene CH(3)CH = CH(2) is treated with B(2)H(6) in presence of H(2)...

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