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Chemistry

first 5 chapters chemistry xii

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16 Hydrocarbons161Explanation and Example:Substitution of halogen in benzene requires iron or corresponding ferric halide as catalyst. Itreacts with halogen molecule to produce a powerful electrophile:1. Formation of a strong electrophile (X + )2Fe + 3X2 2FeX3FeX3 + X2 FeX - 4 + X +Tetra haloferrate ion (III) Halogenoium ion2. Attack of electrophile at pi-bond:The halogenation ion thus produced attacks as a powerful electrophile on the electrons ofbenzene ring.X FeX X FeX2 34It had benzene unstable. The stability is retained by the removal of H + ion to give substitutionproduct.General Pattern of SubstitutionThe general pattern of the chemical reactivity of benzene towards electrophiles can be shownas follows.Substitution is preferred over addition in order to preserve the stable aromatic character

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