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Give plausible explanation for each of t...

Give plausible explanation for each of the following : i) Why are AMINES less acidic than alcohols of comparable molecular masses? iii) Why do primary AMINES have higher boiling point than tertiary AMINES? iii) Why are aliphatic AMINES stronger bases than aromatic AMINES?

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Ans: (i) It is because .C_6 H_5 O^*. is more stable than .C_2 H_3 NH. - because oxygen is more electronegative than nitrogen. (ii) Due to the presence of two .H. atoms on .N. atom of primary AMINES, thiey can form strong intermolecular hydrogen bonding. While tertiary AMINES have no- .H. atom on the .N. atom and do not form .H. bonding. (iii) Dụe to resonance in aromatic AMINES, the lone pairs of electrons on the nitrogen atom gets delocalised over the benzene ring and less available for proto: nation. But. the alkyl groups on. nitrogen of alkyl AMINES have electron releasing+l efféct. which increase the electron density orhnitrogen: Thus, aliphatic AMINES are stronger bases than aromatic AMINES.
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Knowledge Check

  • Assertion: Alcohols have higher boiling points than ethers of comparable molecular masses. Reason: Alcohols and ethers are isomeric in nature.

    A
    If both (A) and (R) are correct and (R) is the correct explanation of (A).
    B
    If both (A) and (R) are correct, but (R) is not the correct explanation of (A)
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  • Which of the following is used for the preparation of a primary amine having one C-atom more than the starting haloalkane?

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    Reaction with aqueous KCN followed by reduction
    B
    Reaction with AgCN followed by reduction
    C
    Reaction with aqueous `NH_3`
    D
    All of the above

  • Diazonium salt of which of the following substituted aromatic amine undergoes faster couplings with phenol than benzenediazonium chloride?

    A
    B
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