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  2. Cyclobutadiene - Wikipedia

    en.wikipedia.org/wiki/Cyclobutadiene

    One cyclobutadiene derivative is also accessible through a [2+2]cycloaddition of a di-alkyne. In this particular reaction the trapping reagent is 2,3,4,5-tetraphenylcyclopenta-2,4-dienone and one of the final products (after expulsion of carbon monoxide) is a cyclooctatetraene: [14]

  3. Clar's rule - Wikipedia

    en.wikipedia.org/wiki/Clar's_rule

    Clar's rule states that for a benzenoid polycyclic aromatic hydrocarbon (i.e. one with only hexagonal rings), the resonance structure with the largest number of disjoint aromatic π-sextets is the most important to characterize its chemical and physical properties. Such a resonance structure is called a Clar structure. In other words, a ...

  4. Cyclobutene - Wikipedia

    en.wikipedia.org/wiki/Cyclobutene

    The compound was first prepared by thermolysis of the ammonium salt [C 4 H 7 N(CH 3) 3]OH (cyclobutyltrimethylammonium hydroxide). [2] Cyclobutene thermally isomerizes to 1,3-butadiene. This strongly exothermic reaction reflects the dominance of ring strain. In contrast, the corresponding equilibrium for hexafluorocyclobutene disfavors ...

  5. Homoaromaticity - Wikipedia

    en.wikipedia.org/wiki/Homoaromaticity

    Homoaromaticity, in organic chemistry, refers to a special case of aromaticity in which conjugation is interrupted by a single sp 3 hybridized carbon atom. Although this sp 3 center disrupts the continuous overlap of p-orbitals, traditionally thought to be a requirement for aromaticity, considerable thermodynamic stability and many of the spectroscopic, magnetic, and chemical properties ...

  6. Aromatic compound - Wikipedia

    en.wikipedia.org/wiki/Aromatic_compound

    Heteroarenes are aromatic compounds, where at least one methine or vinylene (-C= or -CH=CH-) group is replaced by a heteroatom: oxygen, nitrogen, or sulfur. [3] Examples of non-benzene compounds with aromatic properties are furan, a heterocyclic compound with a five-membered ring that includes a single oxygen atom, and pyridine, a heterocyclic compound with a six-membered ring containing one ...

  7. Cycloalkene - Wikipedia

    en.wikipedia.org/wiki/Cycloalkene

    In organic chemistry, a cycloalkene or cycloolefin is a type of alkene hydrocarbon which contains a closed ring of carbon atoms and either one or more double bonds, but has no aromatic character. Some cycloalkenes, such as cyclobutene and cyclopentene , can be used as monomers to produce polymer chains. [ 1 ]

  8. Aromatic ring current - Wikipedia

    en.wikipedia.org/wiki/Aromatic_ring_current

    Values close to zero are non-aromatic, for example, borazine (Λ = −1.7) and cyclohexane (Λ = 1.1). Large positive values are antiaromatic, for example, cyclobutadiene (Λ = +18). Another measurable quantity is the chemical shift of lithium ions Li + in complexes of lithium with aromatic structures because lithium tends to bond as a π ...

  9. Cyclooctatetraene - Wikipedia

    en.wikipedia.org/wiki/Cyclooctatetraene

    1,3,5,7-Cyclooctatetraene (COT) is an unsaturated derivative of cyclooctane, with the formula C 8 H 8. It is also known as [8] annulene . This polyunsaturated hydrocarbon is a colorless to light yellow flammable liquid at room temperature.

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