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Benzene can be conveniently converted into n–propyl benzene by

Friedel – Craft alkylation with n–propyl chloride
Friedel – Craft acylation with propionyl chloride followed by Wolff – Kishner reduction
Friedel – Craft acylation with propionyl chloride followed by catalytic hydrogenation
Friedel – Craft acylation with propionyl chloride followed by reduction with LiAlH4
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