Amines

Short Answer Type

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Account for the following:
Ethylamine is soluble in water, whereas aniline is not.

In C2H5NH2, the C2H5 group has a + I effect and increases the electron density on N atom. This results in stronger intermolecular H-bonding. While in C6H5NH2 due to resonance, N acquires a +ve charge and electron density on N decreases. The tendency to form H-bonding diminishes. Hence, ethylamine is soluble while C6H5NH2 is insoluble.
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    Account for the following:
    pKb of aniline is more than that of methylamine.

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    Account for the following:
    Aniline does not undergo Friedel Craft's reaction.
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    Arrange the following:
    In decreasing order of basic strength:
    C    6H5NH2, C6HsN(CH3)2, (C2H5)2NH and CH3NH2

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    Account for the following:
    Methylamine in water reacts with ferric chloride to precipitate ferric hydroxide.

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    Give one chemical test to distinguish between the following pairs of compounds.
    Aniline and N — methlyaniline.

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    Arrange the following:
    In decreasing order of the pKb values C2H5NH2, C6H5 NHCH3, (C2H5)2NH and C6H5NH2.

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    Account for the following:
    Although amino group is o- and p-directing for aromatic electrophilic substitution reaction, aniline on nitration gives a substantial amount of m-nitro aniline.
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    Account for the following:
    Gabriel phthalimide synthesis is preferred for the synthesizing amines.
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    Account for the following:
    Diazonium ions of aromatic amines are more stable than those of aliphatic amines.
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