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Which of the following is the most reactive towards electrophilic aromatic substitution?

Answer: Toluene.

  • A Nitrobenzene
  • B Toluene
  • C Chlorobenzene
  • D Benzene

Correct answer: B. Toluene

Explanation: The methyl group is activating (+I and hyperconjugation), enriching the ring, while -NO<sub>2</sub> and -Cl are deactivating, so toluene reacts fastest.

Hybridisation and Bonding in HydrocarbonsCCEthane: sp³, single bond109.5°, free rotationCCEthene: sp², double bond120°, planar, NO rotationCCEthyne: sp, triple bond180°, linearMore bonds between the same 2 carbons = shorter, stronger, but more reactive bond

Going from a single to a triple bond between carbons increases the s-character of hybridisation (sp³→sp²→sp), shortening the bond and locking the geometry, while increasing π-bond reactivity (alkenes and alkynes readily undergo addition reactions that alkanes don't).

Concept context

The simplest organic compounds made only of carbon and hydrogen. Covers alkanes, alkenes, alkynes, and aromatic compounds like benzene. Learn preparation methods, key reactions, and physical properties.

Read the full Hydrocarbons notes →