The structure of the product will be:

  • A
    p-Nitroaniline
  • B
    p-Aminoazobenzene
  • C
    p-Hydroxyazobenzene
  • D
    $4$,$4$'-Dihydroxyazobenzene

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An aromatic compound $A$ on treatment with aqueous ammonia and heating forms compound $B$,which on heating with $Br_2$ and $KOH$ forms a compound $C$ of molecular formula $C_6H_7N$. Write the structures and $IUPAC$ names of compounds $A, B$,and $C$.

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Given below are two statements:
Statement $I$: $o$-Phenylenediamine can be synthesized from $o$-xylene using simpler reagents in the order: $i)$ Acidic $KMnO_4$,$ii)$ Ammonia,$iii)$ Bromine and alkali.
Statement $II$: Aniline can be converted into benzene using reagents in the order: $(i)$ Bromine-$H_2O$,$(ii)$ $NaNO_2 / HCl$ $(0-5^{\circ} C)$,$(iii)$ aq. $H_3PO_2$.
In the light of the above statements,choose the correct answer from the options given below.

Give the structures of $A$,$B$ and $C$ in the following reactions:
$(i)$ $CH_3CH_2I$ $\xrightarrow{NaCN} A$ $\xrightarrow[Partial\,hydrolysis]{OH^{-}} B$ $\xrightarrow{NaOH+Br_2} C$
$(ii)$ $C_6H_5N_2Cl$ $\xrightarrow{CuCN} A$ $\xrightarrow{H_2O/H^{+}} B$ $\xrightarrow[\Delta]{NH_3} C$
$(iii)$ $CH_3CH_2Br$ $\xrightarrow{KCN} A$ $\xrightarrow{LiAlH_4} B$ $\xrightarrow[0\ ^oC]{HNO_2} C$
$(iv)$ $C_6H_5NO_2$ $\xrightarrow{Fe/HCl} A$ $\xrightarrow[273\ K]{NaNO_2+HCl} B$ $\xrightarrow[\Delta]{H_2O/H^{+}} C$
$(v)$ $CH_3COOH$ $\xrightarrow[\Delta]{NH_3} A$ $\xrightarrow{NaOBr} B$ $\xrightarrow{NaNO_2/HCl} C$
$(vi)$ $C_6H_5NO_2$ $\xrightarrow{Fe/HCl} A$ $\xrightarrow[273\ K]{HNO_2} B$ $\xrightarrow{C_6H_5OH} C$

What is the total number of possible amines (excluding stereoisomers) for the molecular formula $C_3H_9N$?

Match List-$I$ with List-$II$.
List-$I$ (Mixture of Compounds) List-$II$ (Reagent used to distinguish)
$A$. Diethyl amine + Ethyl amine $I$. Bromine water
$B$. Acetaldehyde + Acetone $II$. $CHCl_3 + KOH, \Delta$
$C$. Ethanol + Phenol $III$. Neutral $FeCl_3$
$D$. Benzoic acid + Cinnamic acid $IV$. Ammonical silver nitrate

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