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What is the stereochemical outcome of the electrophilic substitution of 1,2-dime

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Question: What is the stereochemical outcome of the electrophilic substitution of 1,2-dimethylbenzene (o-xylene) at the 4-position?

Options:

  1. Only one product is formed.
  2. Two products are formed, one being a racemic mixture.
  3. Only one enantiomer is formed.
  4. No reaction occurs.

Correct Answer: Only one product is formed.

Solution: 

Only one product is formed when 1,2-dimethylbenzene is substituted at the 4-position, as the two methyl groups are in positions that do not create stereoisomers.

What is the stereochemical outcome of the electrophilic substitution of 1,2-dime

Practice Questions

Q1
What is the stereochemical outcome of the electrophilic substitution of 1,2-dimethylbenzene (o-xylene) at the 4-position?
  1. Only one product is formed.
  2. Two products are formed, one being a racemic mixture.
  3. Only one enantiomer is formed.
  4. No reaction occurs.

Questions & Step-by-Step Solutions

What is the stereochemical outcome of the electrophilic substitution of 1,2-dimethylbenzene (o-xylene) at the 4-position?
  • Step 1: Identify the compound - We are looking at 1,2-dimethylbenzene, also known as o-xylene.
  • Step 2: Understand the structure - o-xylene has two methyl groups attached to the benzene ring at the 1 and 2 positions.
  • Step 3: Determine the substitution position - We are focusing on the 4-position of the benzene ring for electrophilic substitution.
  • Step 4: Visualize the substitution - When a substituent replaces a hydrogen at the 4-position, it does not affect the positions of the existing methyl groups.
  • Step 5: Analyze stereochemistry - The two methyl groups are in positions that do not create different spatial arrangements (stereoisomers) when a new group is added at the 4-position.
  • Step 6: Conclude the outcome - Only one product is formed because the arrangement of the methyl groups does not lead to stereoisomers.
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