Oxonine
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Oxonine is an unsaturated
heterocycle A heterocyclic compound or ring structure is a cyclic compound that has atoms of at least two different elements as members of its ring(s). Heterocyclic organic chemistry is the branch of organic chemistry dealing with the synthesis, proper ...
of nine atoms, with an
oxygen Oxygen is a chemical element; it has chemical symbol, symbol O and atomic number 8. It is a member of the chalcogen group (periodic table), group in the periodic table, a highly reactivity (chemistry), reactive nonmetal (chemistry), non ...
replacing a
carbon Carbon () is a chemical element; it has chemical symbol, symbol C and atomic number 6. It is nonmetallic and tetravalence, tetravalent—meaning that its atoms are able to form up to four covalent bonds due to its valence shell exhibiting 4 ...
at one position. Oxonine is a
nonaromatic In organic chemistry, aromaticity is a chemical property describing the way in which a conjugated ring of unsaturated bonds, lone pairs, or empty orbitals exhibits a stabilization stronger than would be expected from conjugation alone. The e ...
compound.12.27 Nine-Membered Rings
D. O. Tymoshenko


See also

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Azonine Azonine is an unsaturated heterocycle of nine atoms, with a nitrogen replacing a carbon at one position. A variety of derivatives have been synthesised. It is considered to possess a considerable amount of aromatic stability. It and C9H9– are ...
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Furan Furan is a Heterocyclic compound, heterocyclic organic compound, consisting of a five-membered aromatic Ring (chemistry), ring with four carbon Atom, atoms and one oxygen atom. Chemical compounds containing such rings are also referred to as f ...
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Cyclononatetraene Cyclononatetraene is an organic compound with the formula C9H10. It was first prepared in 1969 by protonation of the corresponding aromatic anion (described below). It is unstable and isomerizes with a half-life of 50 minutes at room temperature t ...
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Oxepin Oxepine is an oxygen-containing heterocycle consisting of a seven-membered ring with three double bonds. The parent C6H6O exists as an equilibrium mixture with benzene oxide. The oxepin–benzene oxide equilibrium is affected by the ring substi ...
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(2Z,4Z,6Z,8Z)-Thionine (2''Z'',4''Z'',6''Z'',8''Z'')-Thionine or Thionine is an unsaturated heterocycle of nine atoms, with a sulfur replacing a carbon at one position. Thionine is a partially aromatic compound.Oxygen heterocycles Heterocyclic compounds with 1 ring Fully conjugated nonaromatic rings Nine-membered rings {{Heterocyclic-stub