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  2. Antiaromaticity - Wikipedia

    en.wikipedia.org/wiki/Antiaromaticity

    Unlike aromatic compounds, which follow Hückel's rule ([4n+2] π electrons) [1] and are highly stable, antiaromatic compounds are highly unstable and highly reactive. To avoid the instability of antiaromaticity, molecules may change shape, becoming non-planar and therefore breaking some of the π interactions.

  3. Thiepine - Wikipedia

    en.wikipedia.org/wiki/Thiepine

    In organic chemistry, thiepine (or thiepin) is an unsaturated seven-membered heterocyclic compound, with six carbon atoms and one sulfur atom. The parent compound, C 6 H 6 S is unstable and is predicted to be antiaromatic.

  4. 1,2-Dioxin - Wikipedia

    en.wikipedia.org/wiki/1,2-Dioxin

    1,2-Dioxin is a heterocyclic, organic, antiaromatic [1] compound with the chemical formula C 4 H 4 O 2. ... 1,2-dioxin is very unstable and has not been isolated.

  5. Category:Antiaromatic compounds - Wikipedia

    en.wikipedia.org/.../Category:Antiaromatic_compounds

    Pages in category "Antiaromatic compounds" The following 13 pages are in this category, out of 13 total. This list may not reflect recent changes. ...

  6. 1,4-Dioxin - Wikipedia

    en.wikipedia.org/wiki/1,4-Dioxin

    1,4-Dioxin (also referred as dioxin or p-dioxin) is a heterocyclic, organic, non-aromatic [2] compound with the chemical formula C 4 H 4 O 2.There is an isomeric form of 1,4-dioxin, 1,2-dioxin (or o-dioxin). 1,2-Dioxin is very unstable due to its peroxide-like characteristics.

  7. Aromaticity - Wikipedia

    en.wikipedia.org/wiki/Aromaticity

    Two different resonance forms of benzene (top) combine to produce an average structure (bottom). 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.

  8. Conjugated system - Wikipedia

    en.wikipedia.org/wiki/Conjugated_system

    Cinnamaldehyde is a naturally-occurring compound that has a conjugated system penta-1,3-diene is a molecule with a conjugated system Diazomethane conjugated pi-system. In theoretical chemistry, a conjugated system is a system of connected p-orbitals with delocalized electrons in a molecule, which in general lowers the overall energy of the molecule and increases stability.

  9. Biphenylene - Wikipedia

    en.wikipedia.org/wiki/Biphenylene

    Biphenylene is an organic compound with the formula (C 6 H 4) 2. It is a pale, yellowish solid with a hay-like odor. It is a pale, yellowish solid with a hay-like odor. Despite its unusual structure, it behaves like a traditional polycyclic aromatic hydrocarbon .