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Q8.17(ii):

Complete each synthesis by giving missing starting material, reagent or products.

Solution :

Step 1: Identifying the Substrate and Reaction Conditions

The given transformation involves the starting material Benzene ($C_6H_6$) reacting with a reagent to produce Benzaldehyde ($C_6H_5CHO$). The reaction conditions are specified as $CO + HCl$ in the presence of anhydrous $AlCl_3/CuCl$.

Step 2: Theoretical Foundation

This specific reaction is the Gattermann-Koch Reaction. [Per the mechanism of electrophilic aromatic substitution], this reaction is used for the formylation of benzene to produce benzaldehyde. The reagent system $CO + HCl$ generates an unstable electrophile, the formyl cation ($HCO^+$), which is stabilized by the presence of the Lewis acid catalyst ($AlCl_3$) and the co-catalyst ($CuCl$).

Step 3: Reaction Mechanism Analysis

  1. Generation of the Electrophile: $CO + HCl \xrightarrow{AlCl_3/CuCl} [HCO]^+Cl^-$
  2. Electrophilic Attack: The formyl cation ($HCO^+$) attacks the benzene ring to form a sigma-complex (arenium ion).
  3. Deprotonation: The aromaticity of the ring is restored by the loss of a proton ($H^+$), yielding benzaldehyde.

Step 4: Visualizing the Chemical Transformation

C₆H₆ CO, HCl AlCl₃/CuCl CHO

Step 5: Completion of the Synthesis

The chemical equation for the synthesis is as follows:

$C_6H_6 + CO + HCl \xrightarrow{Anhydrous AlCl_3 / CuCl} C_6H_5CHO + HCl$

Component Identity
Starting Material Benzene ($C_6H_6$)
Reagents $CO, HCl$ (in the presence of $AlCl_3/CuCl$)
Product Benzaldehyde ($C_6H_5CHO$)

Final Solution: The synthesis is completed by the Gattermann-Koch reaction using Carbon Monoxide ($CO$) and Hydrogen Chloride ($HCl$) in the presence of anhydrous Aluminium Chloride ($AlCl_3$) and Cuprous Chloride ($CuCl$) as catalysts to yield Benzaldehyde ($C_6H_5CHO$).


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