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Why anisole does not give iodobenzene wi...

Why anisole does not give iodobenzene with excess HI ?

Text Solution

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With excess HI anisole gives a immixture of phenol and methyl iodide but not iodobenzene. It is because the aryl C-O bond has partial double bond character which is difficult to be cleaved.
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Knowledge Check

  • (A) With excess HI anisole gives a mixture of iodobenzene and methyl iodide (R) The reaction between anisole and HI takes place via SN^2 mechanism.

    A
    Both (A) and (R) are true and (R) is the correct explanation of (A)
    B
    Both (A) and (R) are true and (R) is not the correct explanation of (A)
    C
    (A) is true but (R) is false
    D
    Both (A) and (R) are false
  • Ethyl phenyl ether on reaction with excess HI yields

    A
    Ethyl iodide and iodobenzene
    B
    Ethyl iodide and phenol
    C
    Ethyl alcohol and phenol
    D
    Ethyl alcohol and iodobenzene
  • One mole of magnesium nitride on reaction with an excess of water gives

    A
    One mole of ammonia
    B
    One mole of nitric acid
    C
    Two moles of ammonia
    D
    Two moles of nitric acid
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