Solveeit Logo

Question

Chemistry Question on Hydrocarbons

Increasing order of electrophilic substitution for following compounds:
electrophilic substitution

A

IV<I<II<III

B

III<II<I<IV

C

I<IV<III<II

D

II<III<I<IV

Answer

IV<I<II<III

Explanation

Solution

The correct option is(A): IV<I<II<III.

Electrophilic aromatic substitution, also referred to as E.A.S, is an organic chemical reaction wherein an atom becomes bonded to an existing aromatic system, replacing a hydrogen atom. Several significant and well-known electrophilic aromatic substitution reactions include:

  1. Aromatic nitration
  2. Aromatic halogenation
  3. Aromatic sulfonation
  4. Friedel-Crafts acylation
  5. Friedel-Crafts alkylation

Within this set of compounds, we can observe the presence of the following functional groups attached to the aromatic system:

(A) Chlorine atom: Exhibits mild deactivating properties, diminishing nucleophilicity due to its electron-withdrawing effect on the aromatic system.

(B) Methoxy group: Acts as an activating group, enhancing nucleophilicity by donating electrons to the aromatic system.

(C) Methyl group: Also behaves as an activating group, boosting nucleophilicity by donating electrons to the aromatic system.

(D) Nitrile group: Displays strong deactivating characteristics, lowering nucleophilicity by withdrawing electrons from the aromatic system.

Therefore the correct option is (A).