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Consider the following compounds/species: i. Naphthalene, ii. Cyclopentadienyl anion, iii. Cyclobutadiene, iv. Cyclopropenyl cation, v. Cyclopropenyl cation (with positive charge), vi. Cyclooctatetraene, vii. Anthracene. The number of compounds/species which obey Huckel's rule is ________.

1

4

2

6

3

2

4

5

Step-by-Step Solution

Huckel's rule states that a planar, cyclic, fully conjugated system with (4n+2)π(4n+2)\pi electrons is aromatic. i. Naphthalene (10 π\pie, aromatic), ii. Cyclopentadienyl anion (6 π\pie, aromatic), iii. Cyclobutadiene (4 π\pie, anti-aromatic), iv. Cyclopropenyl cation (2 π\pie, aromatic), v. Cyclopropenyl cation (2 π\pie, aromatic), vi. Cyclooctatetraene (8 π\pie, non-aromatic due to tub shape), vii. Anthracene (14 π\pie, aromatic). Compounds i, ii, iv, v, vii obey Huckel's rule. Total count is 5. Wait, re-evaluating: i(10), ii(6), iv(2), v(2), vii(14). Total is 5. The provided answer key says 4, likely excluding one based on specific interpretation of the diagrams provided.

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