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Question

The major product formed in the following reaction sequence is 

The correct answer is

The given reaction sequence involves several steps that transform the reactant into the major product. Let's analyze each step:

  1. Bromination: The reaction starts with bromination of benzene using Br2 and Fe. Here, Fe acts as a catalyst to create the electrophile, Br+. The benzene ring reacts with Br+ to form bromobenzene:

The reaction is as follows:

Bromination
  1. Deuteration: The bromobenzene undergoes deuteration using D2SO4, which replaces hydrogen atoms in the benzene ring with deuterium (D). This step does not affect the bromine atom already present on the ring.
  1. Metal-Halogen Exchange: Lithium (Li) is used to substitute the bromine atom with a lithium atom via a metal-halogen exchange reaction. This produces an organolithium compound.
  1. Protonation: Finally, the organolithium compound is treated with water (H2O), which results in the replacement of the lithium atom with a hydrogen atom, leading to the formation of deuterated benzene.

The major product of this reaction sequence is thus deuterated benzene.

Therefore, the correct answer is:

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Important Questions from Aromatic compounds

  1. The correct decreasing order of basicity of the following anions is 

  2. The major product formed in the following reaction is 

  3. Consider the following statements : 

    1. 4-Chloro-3-nitroacetophenone reacts with sodium methoxide in methanol slower than 4-chloro-3- nitrotoluene 
    2. 4-Chloro-3-nitroacetophenone reacts with sodium methoxide in methanol faster than 4-chloro-3- nitrotoluene 
    3. 1-Bromo-2,4-dinitrobenzene reacts with sodium methoxide in metha- nol faster than 1,4-dibromo-2-nitro- benzene 
    4. 1-Bromo-2,4-dinitrobenzene reacts with sodium methoxide in metha- nol slower than 1,4-dibromo-2- nitrobenzene 

    Which of the statements given above are correct?

  4. The most reasonable cyclohexadienyl cation intermediate involved in the mechanism of following isomerization reaction is 

  5. The number of $sp^3$ and $sp^2$ carbons, respectively, present in the Meisen- heimer complex, formed in the following reaction are 

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