$A$ is a neutral organic compound $(M.F.: C_8H_9ON)$. On treatment with aqueous $Br_2 / HO^{(-)}$, $A$ forms a compound $B$ which is soluble in dilute acid. $B$ on treatment with aqueous $NaNO_2 / HCl$ $(0-5^{\circ}C)$ produces a compound $C$ which on treatment with $CuCN / NaCN$ produces $D$. Hydrolysis of $D$ produces $E$ which is also obtainable from the hydrolysis of $A$. $E$ on treatment with acidified $KMnO_4$ produces $F$. $F$ contains two different types of hydrogen atoms. The structure of $A$ is

  • A
    Option A
  • B
    Option B
  • C
    Option C
  • D
    Option D

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Which of the following statements is not true?

Consider the following reaction sequence:
$p$-Nitrotoluene $\xrightarrow{P} Q$ $\xrightarrow{R} S$ $\xrightarrow{H_2O} T$
$S \xrightarrow{U} \text{Benzoic acid}$
Identify the correct statements from the following:
$(A) P = H_2/Pd, \text{ethanol}; R = NaNO_2/HCl; U = 1. H_3PO_2, 2. KMnO_4-KOH, \text{heat}$
$(B) P = Sn/HCl; R = HNO_2; S = p-\text{toluenediazonium chloride}$
$(C) S = p-\text{toluenediazonium chloride}; T = p-\text{cresol}; U = 1. CH_3CH_2OH, 2. KMnO_4-KOH, \text{heat}$
$(D) Q = p-\text{nitrobenzoic acid}; R = H_2/Pd, \text{ethanol}; T = p-\text{cresol}$
Which of the following combinations is correct?

$A$ trinitro compound,$1,3,5$-tris-($4$-nitrophenyl)benzene,on complete reaction with an excess of $Sn/HCl$ gives a major product,which on treatment with an excess of $NaNO_2/HCl$ at $0^{\circ} C$ provides $P$ as the product. $P$,upon treatment with excess of $H_2O$ at room temperature,gives the product $Q$. Bromination of $Q$ in aqueous medium furnishes the product $R$. The compound $P$ upon treatment with an excess of phenol under basic conditions gives the product $S$.
The molar mass difference between compounds $Q$ and $R$ is $474 \ g \ mol^{-1}$ and between compounds $P$ and $S$ is $172.5 \ g \ mol^{-1}$.
$(1)$ The number of heteroatoms present in one molecule of $R$ is . . . . .
[Use: Molar mass (in $g \ mol^{-1}$): $H=1, C=12, N=14, O=16, Br=80, Cl=35.5$
Atoms other than $C$ and $H$ are considered as heteroatoms]
$(2)$ The total number of carbon atoms and heteroatoms present in one molecule of $S$ . . . . . .
[Use: Molar mass in $g \ mol^{-1}$]: $H=1, C=12, N=14, O=16, Br=80, Cl=35.5$
Atoms other than $C$ and $H$ are considered as heteroatoms
Give the answer for question $(1)$ and $(2)$.

$9.3 \ g$ of pure aniline upon diazotisation followed by coupling with phenol gives an orange dye. The mass of orange dye produced (assume $100\%$ yield/conversion) is . . . . . $g$. (nearest integer)

In the given reaction,$A$ is:
$A$ $\xrightarrow{\text{Reduction}} B$ $\xrightarrow{HNO_2} C_2H_5OH$

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