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A compound (A) of boron reacts with Nme(...

A compound (A) of boron reacts with `Nme_(3)` to give an adduct (B) which on hydrolysis gives a compound (C) and hydrogen gas. Compound (C) is an acid. Identify the compounds A,B and C. give the reactions inovolved.

Text Solution

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(i) Since compound `A(C_(7)H_(5)N)` on hydrolysis with strong aqueous acid gives compound B which is a monobasic aromatic acid, therefore, compound (A) must be benzonitrile and compound (B) must be benzoic acid.
`underset("Benonitrile (A) "M.F.C_(7)H_(5)N)(C_(6)H_(5)CN)+2H_(2)O+H^(+)to underset("Benzoic acid (B)")(C_(6)H_(5)COOH)+NH_(4)^(+)`
(ii) Since compound B on treatment with ammonia gives a salt which on heating gives C, therefore, the salt must be ammonium benzoate and the compound C must be benzamide.
`underset("Benzoic acid (B)")(C_(6)H_(5)COOH) overset(NH_(3))to underset("Amm. benzoate")(C_(6)H_(5)COONH_(4)) underset(-H_(2)O)overset(Delta)to underset("Benzamide (C)")(C_(6)H_(5)CONH_(2))`
(iii) The fact that compound (C) is benzamide is confirmed by the fact that it on Hofmann mromamide reaction gives aniline.
`underset("BEnzamide (C)")(C_(6)H_(5)CONH_(2)) underset(("Hofmann bromamide reaction"))overset(Br_(2)-NaOH)to underset("Aniline")(C_(6)H_(5)NH_(2))`
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Knowledge Check

  • A compound (A) of boron reacts with Nme_(3) to give an adduct B and on hydrolysis gives a compound C and hydrogen gas. Compound C is an acid. Then A,B and C are respectively

    A
    `B_(2)H_(6),Me_(3)N to BF_(3),H_(3)BO_(3)`
    B
    `B_(2)H_(6),Me_(3)N to BF_(3),B(OH)_(4)^(-)`
    C
    `H_(2)B_(4)O_(7),Me_(3)NtoBF_(3),B(OH)_(3)`
    D
    HBO_(2),MeNtoBF_(3),B(OH)_(3)`

  • Propyl lithium reacts with ethene to give a compound (A) , which on reaction with methanal followed by acidic hydrolysis gives compound (B) . The compound (B) is :

    A
    `Heptan-1-ol`
    B
    `Heptan-2-ol`
    C
    `Hexan-1-ol`
    D
    `Hexan-2-ol`

  • An organic compound (A) on reduction gives compound (B) which on treatment with CHCI_(3) and alcoholic KOH gives compound (C ) which on hydrolysis gives aniline but on compound (C ) which on hydrolysis gives aniline but on catalytic reduction gives n-methylaniline The compound (A) is .

    A
    methylamine
    B
    nitromethane
    C
    nitrosobenzene
    D
    nitrobenzene