Benzene reacts with methanoyl chloride (HCOCl) in the presence of a catalyst - AQA - A-Level Chemistry - Question 8 - 2022 - Paper 2
Question 8
Benzene reacts with methanoyl chloride (HCOCl) in the presence of a catalyst.
8.1 Give an equation for the overall reaction when benzene reacts with methanoyl chlor... show full transcript
Worked Solution & Example Answer:Benzene reacts with methanoyl chloride (HCOCl) in the presence of a catalyst - AQA - A-Level Chemistry - Question 8 - 2022 - Paper 2
Step 1
8.1 Give an equation for the overall reaction when benzene reacts with methanoyl chloride.
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Answer
The overall reaction when benzene reacts with methanoyl chloride (HCOCl) produces benzaldehyde and hydrochloric acid. The balanced chemical equation is:
C6H6+HCOCl→C6H5CHO+HCl
The organic product formed is benzaldehyde.
Step 2
8.2 Identify the catalyst needed in this reaction.
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Answer
The catalyst required for this reaction is aluminum chloride (AlCl₃). This catalyst is used to activate the methanoyl chloride and form the electrophile, [HCO]⁺.
An equation to illustrate how the catalyst is used is:
HCOCl+AlCl3→[HCO]++[AlCl4]−
Step 3
8.3 Outline the mechanism for the reaction of benzene with the electrophile, [HCO]⁺.
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The mechanism for the electrophilic aromatic substitution reaction involves the following steps:
Formation of the Electrophile: The electrophile [HCO]⁺ is formed in the presence of aluminum chloride.
Attack of the Electrophile: The π electrons from the benzene ring attack the electrophile, leading to the formation of a sigma complex.
Deprotonation: The sigma complex loses a proton (H⁺), regenerating the aromaticity of the benzene ring.