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Benzene reacts with methanoyl chloride (HCOCl) in the presence of a catalyst - AQA - A-Level Chemistry - Question 8 - 2022 - Paper 2

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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+HCOClC6H5CHO+HClC_6H_6 + HCOCl \rightarrow C_6H_5CHO + 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]HCOCl + AlCl_3 \rightarrow [HCO]^{+} + [AlCl_4]^{-}

Step 3

8.3 Outline the mechanism for the reaction of benzene with the electrophile, [HCO]⁺.

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Answer

The mechanism for the electrophilic aromatic substitution reaction involves the following steps:

  1. Formation of the Electrophile: The electrophile [HCO]⁺ is formed in the presence of aluminum chloride.

  2. Attack of the Electrophile: The π electrons from the benzene ring attack the electrophile, leading to the formation of a sigma complex.

    Sigma Complex Formation

  3. Deprotonation: The sigma complex loses a proton (H⁺), regenerating the aromaticity of the benzene ring.

    This gives the final product, benzaldehyde.

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