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Which of the following is NOT an aromatic compound?

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Question: Which of the following is NOT an aromatic compound?

Options:

  1. Naphthalene
  2. Benzene
  3. Cyclooctatetraene
  4. Anthracene

Correct Answer: Cyclooctatetraene

Solution: 

Cyclooctatetraene is not aromatic because it does not satisfy Huckel\'s rule; it is non-planar and does not have a continuous overlap of p-orbitals.

Which of the following is NOT an aromatic compound?

Practice Questions

Q1
Which of the following is NOT an aromatic compound?
  1. Naphthalene
  2. Benzene
  3. Cyclooctatetraene
  4. Anthracene

Questions & Step-by-Step Solutions

Which of the following is NOT an aromatic compound?
Correct Answer: Cyclooctatetraene
  • Step 1: Understand what an aromatic compound is. Aromatic compounds are special types of cyclic (ring-shaped) molecules that have certain properties.
  • Step 2: Learn about Huckel's rule. For a compound to be aromatic, it must have (4n + 2) π electrons, where n is a whole number (0, 1, 2, ...).
  • Step 3: Check the structure of Cyclooctatetraene. It is a ring with 8 carbon atoms and has 8 π electrons.
  • Step 4: Determine if Cyclooctatetraene follows Huckel's rule. Since 8 does not fit the (4n + 2) formula (it would need to be 2, 6, 10, etc.), it does not satisfy the rule.
  • Step 5: Assess the shape of Cyclooctatetraene. It is non-planar, meaning the atoms do not lie flat in the same plane, which is necessary for aromaticity.
  • Step 6: Conclude that Cyclooctatetraene is not aromatic because it does not meet Huckel's rule and is non-planar.
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