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Isobutylene underset("peroxides")overset...

Isobutylene `underset("peroxides")overset(+HBr)rarr` product is :

A

Tertiary butyl bromide

B

Isobutyl bromide

C

Tertiary butyl alcohol

D

Isobutyl alcohol

Text Solution

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The correct Answer is:
To solve the question regarding the reaction of isobutylene with HBr in the presence of peroxides, we will follow these steps: ### Step 1: Identify the Structure of Isobutylene Isobutylene, also known as 2-methylpropene, has the following structure: - It consists of three carbon atoms (C) and a double bond between the first and second carbon. - The structure can be represented as: ``` CH3 | CH2=C | CH3 ``` ### Step 2: Understand the Reaction Conditions The reaction involves adding HBr in the presence of peroxides. The presence of peroxides indicates that the reaction will follow a free radical mechanism, leading to anti-Markovnikov addition. ### Step 3: Chain Initiation In the presence of peroxides, the first step is chain initiation: - Peroxide undergoes homolytic cleavage to form two RO radicals. - One of these radicals reacts with HBr, resulting in the formation of a Br radical and an alcohol (ROH). ### Step 4: Chain Propagation Next, we move to chain propagation: - The Br radical generated in the previous step will attack the isobutylene. - The double bond in isobutylene will break, and the Br radical will bond to the carbon that has more hydrogen atoms (due to anti-Markovnikov addition). - This results in the formation of a more stable tertiary radical. ### Step 5: Formation of the Product The newly formed radical will then react with another HBr molecule: - The Br radical will leave, and the hydrogen will attach to the carbon that originally had the double bond. - This leads to the formation of isobutyl bromide (2-bromobutane). ### Step 6: Final Product The final product of the reaction is isobutyl bromide, which can be represented as: ``` CH3 | CH3-C-CH2-Br ``` ### Conclusion The product formed when isobutylene reacts with HBr in the presence of peroxides is **isobutyl bromide**.
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Knowledge Check

  • (A) overset(HBr)rarrCH_(3)-CH=CH_(2)underset(("Peroxide"))overset(HBr)rarr(B) Find the product (A) and (B) in the given reaction

    A
    `CH_(3)-underset(Br)underset(|)(CH)-CH_(3),CH_(3)-CH_(2)-CH_(2)-Br`
    B
    `CH_(3)-CH-CH_(2)-Br,CH_(3)-underset(Br)underset(|)(CH)-CH_(3)`
    C
    `Br-CH_(2)-CH=CH_(2),CH_(3)-CH=CH-Br`
    D
    `underset(Br)underset(|)(CH_(2))-CH=CH_(2),CH_(3)-underset(Br)underset(|)(C)=CH_(2)`
  • A + B underset(Delta)overset(NaOH)rarr Product :

    A
    B
    C
    D
    `Ph-CH=CH-overset(O)overset(||)C-Ph`
  • underset(Br) underset(|) (CH_(3)CHCH_(3))overset(alc. KOH)rarr A underset("peroxide")overset(HBr)rarr B overset(CH_(3)ON a)rarrC In the above reaction sequence, the final product is :

    A
    diethyl ether
    B
    1-methoxypropane
    C
    isopropyl alcohol
    D
    propylene glycol
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