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Multiple Choice
Which of the following structures is aromatic?
A
Cyclohexane ()
B
Cyclobutadiene ()
C
Benzene ()
D
Cyclooctatetraene ()
Verified step by step guidance
1
Recall the criteria for aromaticity: a molecule must be cyclic, planar, fully conjugated (p orbitals at every atom in the ring), and follow Hückel's rule, which states it must have (4n + 2) π electrons, where n is a non-negative integer.
Analyze Cyclohexane (C\6H\12): It is a saturated ring with only single bonds, so it has no π electrons and is not conjugated. Therefore, it is not aromatic.
Analyze Cyclobutadiene (C\4H\4): It is cyclic and conjugated with 4 π electrons, but 4 does not satisfy Hückel's rule (4n + 2). This makes it antiaromatic or non-aromatic due to instability.
Analyze Benzene (C\6H\6): It is cyclic, planar, fully conjugated with 6 π electrons. Since 6 fits Hückel's rule (4n + 2 with n=1), benzene is aromatic.
Analyze Cyclooctatetraene (C\8H\8): Although it has conjugated double bonds, it adopts a non-planar 'tub' shape to avoid antiaromaticity, so it is not aromatic.