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ChemistryOrganic Chemistry

Which Statement About Cyclooctatetraene Is Not True? A Tub-Shaped 8π Ring

The false statement is (c): cyclooctatetraene keeps alternating 147 pm and 134 pm ring bonds and puckers into a tub, so its eight pi electrons stay localised and the ring is non-aromatic.

Question

Which of the following statements about cyclooctatetraene is not true?

(a) There are two types of C–C bond in the ring.

(b) The eight-membered ring is nonplanar, and resonance is not observed across the whole ring.

(c) Extensive resonance is found within the molecule, and all of the ring bonds are of the same type.

(d) It is a non-aromatic, tub-shaped molecule.

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Evidence boundary

This exercise is the multiple-choice statement item that the keyword quotes, presented in the widely mirrored “not true” form. The four statements are transcribed from that item and are cross-checked against OpenStax Organic Chemistry §15.3 and §15.2 and the LibreTexts aromaticity page; no statement has been added. The page establishes this normalised version of the item, not an independently verified original examination paper. Bond lengths are crystallographic values rounded to the nearest picometre, and the non-aromatic classification is conditional on the tub geometry rather than a claim about a planar form.