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In Kolbe's reactio insteaded of phenol, ...

In Kolbe's reactio insteaded of phenol, phenoxide ion is treated with carbon dioxide. Why ?

Text Solution

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Due to greater ability of `-O^(-)` ion (than OH group) to donate electrons to the benzene ring, phenoxide ion is more reactive than phenol towards electrophilic aromatic substitution reactions. In other words, phenoxide ion being a strong nucleophile reacts easily with the weak electrophile carbon dioxide to bring about the electrophilic substitution reaction.
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In Koble.s reaction, instead of phenol, phenoxide ion is treated with carbon dioxide. Why?

Answer the following : (i) Phenol is more acidic than ethyl alcohol. (ii) Phenol is an acid but does not react with NaHCO_(3) . (iii) Although phenoxide ion has more number of resonating structures than benzoate ino, benzoic acid is stronger acid than phenol . Why ? (iv) Name the phenol with molecular formula C_(7)H_(8)O which on treatment with Br_(2) water readily gives a precipitate of C_(7)h_(5)OBr_(3) . (v) Unlike phenol, 2,4-dinitrophenol and 2,4,6-trinitrophenol are soluble in aqueous sodium carbonate solution. (vi) Phenol has higher boiling than toluence. although they have almost the same molecular mass. (vii)Ortho nitro phenol is steam volatile while para nitro phenol is not. (viii) In Kolbe's reaction, instead of phenol, phenoxide ion is treated with CO_(2) . (ix) Nucleophilic substitution reactions are not very common in phenols. (x) The dipole moment of phenol is smaller than that of methanol.

Knowledge Check

  • The acid formed when n -propyl magnesium bromide is treated with carbon dioxide is

    A
    `C_(3)H_(7)COOH`
    B
    `C_(2)H_(5)COOH`
    C
    both A and B
    D
    None

  • The compound formed when propyl magnesium bromide is treated with carbon dioxide is

    A
    `C_(3)H_(7)COOH`
    B
    `C_(2)H_(5)COOH`
    C
    `C_(3)H_(7)CHO`
    D
    `C_(3)H_(7)OCH_(3)`

  • Assertion : Phenol undergo Kolbe reaction, ethanol does not Reason: Phenoxide ion in more basic than ethoxide ion.

    A
    if both assertion and reason are true and the reason is the correct explanation of the assertion
    B
    If both assertion and reason are true but reason is not the correct explanation of the assertion.
    C
    If assertion is true but reason is false
    D
    If the assertion and reason both are false

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    Carbon monoxide gas is more dangerous than carbon dioxide gas. Why?

    Carbon monoxide gas is more dangerous than carbon dioxide gas. Why?

    Assertion : Phenol undergoes Kolbe's reaction whereas ethanol does not . Reason : Phenoxide ion is more basic than ethoxide ion .

    Assertion (A) : Phenol undergoes Kolbe's reaction whereas ethanol does not. Reason (R) : Phenoxide ions is more basic than ethoxide ion.

    When sodium or potassium phenoxide is heated with carbon dioxide, followed by acidification, we get

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