An aromatic amine $(A)$ was treated with alcoholic potash and another compound $(Y)$ to form a foul-smelling gas with the formula $C_6H_5NC$. Compound $(Y)$ was formed by reacting a compound $(Z)$ with $Cl_2$ in the presence of slaked lime. The compound $(Z)$ is:

  • A
    $C_6H_5NH_2$
  • B
    $C_2H_5OH$
  • C
    $CH_3OCH_3$
  • D
    $CHCl_3$

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Which of the following reactions does $NOT$ yield an amine?

Compound $D$ is

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You have been given four bottles marked $A, B, C$ and $D$ each containing one of the organic compounds given below:
$I: C_6H_5CH_2NH_2$$II: C_6H_5CH_2COOH$
$III: C_6H_5CH_2CH_3$$IV: C_6H_5CH_2CH(NH_2)COOH$

The following observations were made:
$(i)$ The compound in bottle $A$ did not dissolve in either $1 \ N \ NaOH$ or $1 \ N \ HCl$.
$(ii)$ The compound in bottle $B$ dissolved in $1 \ N \ NaOH$ but not in $1 \ N \ HCl$.
$(iii)$ The compound in bottle $C$ dissolved in both $1 \ N \ NaOH$ and $1 \ N \ HCl$.
$(iv)$ The compound in bottle $D$ did not dissolve in $1 \ N \ NaOH$ but dissolved in $1 \ N \ HCl$.
$(a)$ Indicate the compounds in: bottle $A = \dots$,bottle $B = \dots$,bottle $C = \dots$ and bottle $D = \dots$.
$(b)$ The compound with the highest solubility in distilled water is .......

Ethanoic acid on heating with ammonia forms compound $A$ which on treatment with bromine and sodium hydroxide gives compound $B$. Compound $B$ on treatment with $NaNO_2/dil. HCl$ gives compound $C$. The compounds $A, B$ and $C$ respectively are

Which of the following species would not be involved in the Hoffmann rearrangement shown below?

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