객관식
Which of the following compounds is aromatic?
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18. Aromaticity
Aromaticity
객관식
Which one of the following compounds is aromatic (i.e., cyclic, planar, fully conjugated, and containing electrons)?
A
Cyclooctatetraene,
B
Cyclopentadienyl cation,
C
Cyclopentadienyl anion,
D
Cyclobutadiene,
검증된 단계별 안내1
Step 1: Identify the criteria for aromaticity. A compound must be cyclic, planar, fully conjugated (p orbitals overlapping continuously), and contain a Huckel number of π electrons, which is given by the formula \(4n + 2\), where \(n\) is a non-negative integer (0, 1, 2, ...).
Step 2: Analyze each compound's structure to determine if it is cyclic and planar. For example, cyclooctatetraene is cyclic but adopts a non-planar 'tub' conformation, so it is not aromatic.
Step 3: Count the number of π electrons in the conjugated system of each compound. Remember that each double bond contributes 2 π electrons, and charges can add or remove electrons (e.g., an anion adds 2 electrons, a cation removes 2 electrons).
Step 4: Check if the number of π electrons fits the \(4n + 2\) rule. For example, the cyclopentadienyl anion has 6 π electrons (from 2 double bonds plus 2 electrons from the negative charge), which fits \(4n + 2\) with \(n=1\).
Step 5: Confirm that the compound is fully conjugated and planar to allow continuous overlap of p orbitals. The cyclopentadienyl anion is planar and fully conjugated, satisfying all aromaticity criteria.
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