Aromaticity

6 Questions | Total Attempts: 1403

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Aromaticity

Determining aromaticity, non aromatics, and anti-aromatics.


Questions and Answers
  • 1. 
    Why is there a huge gain in the stability of benzene's double bonds compared to cyclohexene?
    • A. 

      Cyclic congugation increases the number of p orbital interactions in the conjugated system, stabilizing the pi bonds. Cyclohexene lacks this stability, and the energy of its pi bond is greater (less stable).

    • B. 

      The linear conjugation of the cyclohexene makes it less stable.

    • C. 

      Cyclic congugation increases the number of p orbital interactions in the conjugated system, stabilizing the pi bonds. Cyclohexene has only linear delocalized pi electrons.

  • 2. 
    Choose the answer that best fills in the blanks of the following statement:An aromatic must have _____________ of pi electrons, above and below the _____ of the molecule. This cloud must have an ________ of electon pairs.
    • A. 

      A uniform cloud, plane, even number

    • B. 

      An uninterrupted cyclic cloud, plane, odd number

    • C. 

      A high energy cloud, most polar region, odd number

  • 3. 
    [10]-annulene is not an aromatic compound becuase it is not ________. This causes it to be classified as a ____-aromatic. (separate answers with a comma)
  • 4. 
    Why would a compound be anti-aromatic?
    • A. 

      If a compound has a 4n number of pi electrons, it will be anti-aromatic.

    • B. 

      If a compound fits Huckel's Rule.

    • C. 

      If a compound cannot escape being planar and has 4n number of pi electrons.

    • D. 

      If a compound has an odd number of atoms in its ring structure.

  • 5. 
    Recall pyridine:What is a heterocycle? Is pyridine an aromatic?
    • A. 

      Any cyclic molecule with an electronegative atom in it. Pyridine is not an aromatic.

    • B. 

      Any cyclic molecule with a nitrogen in it. Pyridine is an aromatic

    • C. 

      Any cyclic molecule with a non carbon in it. Pyridine is an aromatic

    • D. 

      Any cyclic molecule with an electronegative atom in it. Pyridine is an aromatic

    • E. 

      Any cyclic molecule with a non carbon in it. Pyridine is not an aromatic

  • 6. 
    Which of the following are aromatic? Cyclopropene, Cyclopropenyl cation, Cycloheptatrienly cation, Cycloheptatrenyl anion?
    • A. 

      Cyclopropenyl cation, Cycloheptatrienly cation

    • B. 

      Cyclopropene, Cycloheptatrienly cation, Cycloheptatrenyl anion

    • C. 

      Cyclopropenyl cation

    • D. 

      Cyclopropene, Cyclopropenyl cation, Cycloheptatrienly cation, Cycloheptatrenyl anion

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