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How does anisole react with methyl chlor...

How does anisole react with methyl chloride?

Text Solution

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(a) Mechanism involves three steps
Steps 1. Formation of protonated alcohol :
Alcohols react with sulphuric acid to form protonated alcohol.

Step - 2 : Formation of Carbocation :
The protonated alcohol loses a molecule of water to form ethyl carbocation.

Step 3 : Formation of ethene by elimination of a proton :
The carbocation loses a proton to form ethene.

(b) Anisole undergoes Friedal crafts reactions with methyl chloride in presence of anhydrous aluminium chloride. Methyl groups are introduced at ortho and para positions.
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Knowledge Check

  • Which of the following does not react with acetyl chloride ?

    A
    `(C_(2)H_(5))_(2)NH`
    B
    `C_(2)H_(5)NH_(2)`
    C
    `CH_(3)NH_(2)`
    D
    `(CH_(3))_(3)N`.

  • Which of the following does not react with acetyl chloride ?

    A
    `(CH_3)_3N`
    B
    `CH_3NH_2`
    C
    `(C_2H_5)_2NH`
    D
    `CH_3CH_2NH_2 `

  • The amine which does not react with acetyl chloride is

    A
    `CH_3NH_2`
    B
    `(CH_3)_2NH`
    C
    `(CH_3)_3N`
    D
    none of these

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