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Question 62 of 66

Q.Write Gattermann - Koch reaction.

Tamil Nadu DgeTamil Nadu HSC (DGE) Board 2025Subjective· 2mImportance★★★★★
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The Gattermann–Koch reaction is a special Friedel–Crafts-type formylation that introduces a −CHO-CHO group directly onto benzene, using CO+HClCO+HCl (which generates the formylating electrophile in situ) with anhydrous AlCl3AlCl_3 and cuprous chloride as catalysts.

The Gattermann–Koch reaction is used to prepare aromatic aldehydes (specifically benzaldehyde and its simple derivatives) directly from the parent arene, by treating it with a mixture of carbon monoxide and hydrogen chloride gas, in the presence of anhydrous aluminium chloride and a small amount of cuprous chloride (which helps generate the reactive formyl cation from CO and HCl), under pressure: C6H6+CO+HCl→high pressureanhyd. AlCl3, CuClC6H5CHO+HClC_6H_6 + CO + HCl \xrightarrow[\text{high pressure}]{anhyd.\ AlCl_3,\ CuCl} C_6H_5CHO + HCl Mechanistically, this is a Friedel–Crafts-type electrophilic aromatic substitution, where COCO and HClHCl combine (assisted by the Lewis acid catalyst) to generate a formyl cation (HC≡O+HC\equiv O^+) in situ …

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