Which of the following sets of compounds is $NOT$ arranged in the order of decreasing reactivity towards electrophilic aromatic substitution?

  • A
    $C_6H_5F > C_6H_5Cl > C_6H_5Br$
  • B
    Phenol $> n$-propyl benzene $>$ benzoic acid
  • C
    $p$-chlorotoluene $> p$-nitrotoluene $> 2$-chloro-$4$-nitrotoluene
  • D
    Benzoic acid $>$ phenol $> n$-propyl benzene

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Match the reactants in Column-$I$ with their products in Column-$II$.
Column-$I$ (Reactants)Column-$II$ (Products)
$(A)$ $p$-Nitrochlorobenzene $\xrightarrow[(ii) H^+]{(i) NaOH, 443 \ K}$$(i)$ Phenol
$(B)$ Chlorobenzene $\xrightarrow[(ii) H^+]{(i) NaOH, 623 \ K, 300 \ atm}$$(ii)$ $2,4,6$-Trinitrophenol
$(C)$ $2,4$-Dinitrochlorobenzene $\xrightarrow[(ii) H^+]{(i) NaOH, 368 \ K}$$(iii)$ $2,4$-Dinitrophenol
$(D)$ $2,4,6$-Trinitrochlorobenzene $\xrightarrow{Warm \ H_2O}$$(iv)$ $p$-Nitrophenol

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Which of the following compounds undergoes electrophilic substitution slower than benzene?

Arrange the following groups in increasing order of reactivity towards electrophilic nitration reaction: $C_6H_6, C_6H_5Cl, C_6H_5COOH, C_6H_5NH_2$.

Which of the following statements are correct?
$A$. The $C-Cl$ bond in chlorobenzene is shorter than in chloromethane.
$B$. It is more difficult to replace chlorine from chlorobenzene than from benzyl chloride.
$C$. The $C-Cl$ bond in chlorobenzene has some double bond character.
$D$. Chlorobenzene on chlorination gives $m$-dichlorobenzene.

As compared with chlorocyclohexane, which of the following statements correctly apply to chlorobenzene?
$A$. The magnitude of negative charge is more on chlorine atoms.
$B$. The $C-Cl$ bond has partial double bond character.
$C$. $C-Cl$ bond is less polar.
$D$. $C-Cl$ bond is longer due to repulsion between delocalised electrons of the aromatic ring and lone pairs of electrons of chlorine.
$E$. The $C-Cl$ bond is formed using $sp^2$ hybridised orbital of carbon.
Choose the correct answer from the options given below:

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