Replacement of chlorine from chlorobenzene to give phenol requires drastic conditions but chlorine of $2, 4$ -dinitrochlorobenzene is readily replaced because:

N O_{2}

makes the electron rich ring at ortho and para-positions

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N O_{2}

withdraws electrons at meta position

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N O_{2}

donates electrons at meta position

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N O_{2}

withdraws electrons from ortho- and para-position

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Solution

The correct option is D $N O_{2}$ withdraws electrons from ortho- and para-position
$- M$ effect of $N O_{2}$ stabilizes the carbanion intermediate. Hence, $N O_{2}$ withdraws electron from ortho and para position.

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Similar questions

Assertion (A): - $N O_{2}$ group is benzene ring deactivating and m - directing group

Reason (R): - $N O_{2}$ group with draws electron density from benzene ring and makes ortho and para positions more electron deficient than meta position

Replacement of Cl of chlorobenzene to give phenol requires drastic conditions but chlorine of 2, 4-dinitrochlorobenzene is readily replaced because

[CBSE PMT

Q. Replacement of

C l

chlorobenzene

to give phenol requires drastic conditions but

C l

2, 4 - dinitrochlorobenzene

is readily replaced. This is because:

Assertion (A): - $N O_{2}$ group is benzene ring deactivating and m - directing group

Reason (R): - $N O_{2}$ group with draws electron density from benzene ring and makes ortho and para positions more electron deficient than meta position

Q. Assertion :Chlorobenzene on treatment with

C l_{2} / A l C l_{3}

gives mainly p-dichlorobenzene. Reason: Chlorine activate the ring towards an electrophile at ortho and para positions.

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Replacement of chlorine from chlorobenzene to give phenol requires drastic conditions but chlorine of 2,4-dinitrochlorobenzene is readily replaced because:

The correct option is D NO2 withdraws electrons from ortho- and para-position−M effect of NO2 stabilizes the carbanion intermediate. Hence, NO2 withdraws electron from ortho and para position.

Replacement of chlorine from chlorobenzene to give phenol requires drastic conditions but chlorine of $2, 4$ -dinitrochlorobenzene is readily replaced because:

The correct option is D $N O_{2}$ withdraws electrons from ortho- and para-position
$- M$ effect of $N O_{2}$ stabilizes the carbanion intermediate. Hence, $N O_{2}$ withdraws electron from ortho and para position.