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An organic compound 'A' (C(16)H(13)O(2)N...

An organic compound 'A' `(C_(16)H_(13)O_(2)N)` is insoluble in dil cold aqueous alkali but on warming gives a clear solution. ‘A’ when treated with dil `H_(2)SO_(4)` gives `B(C_(16)H_(15)O_(2)N)` which when boiled with conc. HCl under reflux and cooled, a solid compound `C(C_(8)H_(6)O_(4))` is crystallized out. The mother liquor when separated and concentrated gives `D(C_(8)H_(12)NCl)`.
Structure of compound ‘A’ can be

A

B

C

D

Both (a) and (b)

Text Solution

Verified by Experts

The correct Answer is:
D

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An organic compound ‘A’ has molecular formula C_(9)H_(13)NO and it can be resolve into enantiomers. Adoes not decolourise bromine water solution. A on refluxing with dilute H_(2)SO_(4) , yields another revolvable compound B(C_(9)H_(14)O_(3)) which give effervescence with NaHCO_(3) . B on treatment with NaBH_(4) yields C(C_(9)H_(16)O_(3)) on heating with concentrated H_(2)SO_(4) yields ester D (C_(6)H_(14)O_(2)) . Compound A on reduction with LiAlH_(4) followed by treatment of H_(2)SO_(4) yields following compound : Find out structure of compound 'A''

An organic compound ‘A’ has molecular formula C_(9)H_(13)NO and it can be resolve into enantiomers. Adoes not decolourise bromine water solution. A on refluxing with dilute H_(2)SO_(4) , yields another revolvable compound B(C_(9)H_(14)O_(3)) which give effervescence with NaHCO_(3) . B on treatment with NaBH_(4) yields C(C_(9)H_(16)O_(3)) on heating with concentrated H_(2)SO_(4) yields ester D (C_(6)H_(14)O_(2)) . Compound A on reduction with LiAlH_(4) followed by treatment of H_(2)SO_(4) yields following compound : The sweet smelling neutral compound D is

Knowledge Check

  • An organic compound 'A' (C_(16)H_(13)O_(2)N) is insoluble in dil cold aqueous alkali but on warming gives a clear solution. ‘A’ when treated with dil H_(2)SO_(4) gives B(C_(16)H_(15)O_(2)N) which when boiled with conc. HCl under reflux and cooled, a solid compound C(C_(8)H_(6)O_(4)) is crystallized out. The mother liquor when separated and concentrated gives D(C_(8)H_(12)NCl) . Compound ‘D' can be

    A
    `Ph(CH_(2))_(2)NH_(3)^(+)Cl^(-)`
    B
    `PhCH(CH_(3))NH_(3)^(+)Cl^(-)`
    C
    `Ph.NH^(+)(CH_(3))_(2)Cl^(-)`
    D
    Both (a) and (b)

  • An organic compound 'A' (C_(16)H_(13)O_(2)N) is insoluble in dil cold aqueous alkali but on warming gives a clear solution. ‘A’ when treated with dil H_(2)SO_(4) gives B(C_(16)H_(15)O_(2)N) which when boiled with conc. HCl under reflux and cooled, a solid compound C(C_(8)H_(6)O_(4)) is crystallized out. The mother liquor when separated and concentrated gives D(C_(8)H_(12)NCl) . B overset("Soda lime")underset(Delta)to 'M' product (M) is

    A
    B
    C
    D

  • An organic compound A(C_(6)H_(7)N) on reaction with NaNO_(2)//HCl at 273-278 K following by warming with water gives B . B reacts with conc. HNO_(3) to give C . What is C ?

    A
    B
    C
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    An organic compound ‘A’ has molecular formula C_(9)H_(13)NO and it can be resolve into enantiomers. Adoes not decolourise bromine water solution. A on refluxing with dilute H_(2)SO_(4) , yields another revolvable compound B(C_(9)H_(14)O_(3)) which give effervescence with NaHCO_(3) . B on treatment with NaBH_(4) yields C(C_(9)H_(16)O_(3)) on heating with concentrated H_(2)SO_(4) yields ester D (C_(6)H_(14)O_(2)) . Compound A on reduction with LiAlH_(4) followed by treatment of H_(2)SO_(4) yields following compound : Due to reduction of optically pure 'B'two isomeric product 'C' form. Isomeric product 'C' are :

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