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  2. Antiaromaticity - Wikipedia

    en.wikipedia.org/wiki/Antiaromaticity

    Many aromatic and antiaromatic compounds (benzene and cyclobutadiene) are too small to have protons inside of the ring, where shielding and deshielding effects can be more diagnostically useful in determining if a compound is aromatic, antiaromatic, or nonaromatic. Nucleus Independent Chemical Shift (NICS) analysis is a method of computing the ...

  3. 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.

  4. Hückel's rule - Wikipedia

    en.wikipedia.org/wiki/Hückel's_rule

    Benzene, the most widely recognized aromatic compound with six delocalized π-electrons (4n + 2, for n = 1). In organic chemistry , Hückel's rule predicts that a planar ring molecule will have aromatic properties if it has 4 n + 2 π-electrons , where n is a non-negative integer .

  5. Aliphatic compound - Wikipedia

    en.wikipedia.org/wiki/Aliphatic_compound

    Aliphatic compounds can be saturated, joined by single bonds , or unsaturated, with double bonds or triple bonds . If other elements ( heteroatoms ) are bound to the carbon chain , the most common being oxygen , nitrogen , sulfur , and chlorine , it is no longer a hydrocarbon, and therefore no longer an aliphatic compound.

  6. Borole - Wikipedia

    en.wikipedia.org/wiki/Borole

    Natural bond orbital (NBO) analysis of C 4 H 4 BH has been performed in order to understand the bonding of borole in the familiar Lewis picture. [5] According to the computational results, the occupancy of the two C−C π orbitals is about 1.9, with a tiny amount of electronic charge (an occupancy of 0.13) delocalised on the out-of-plane boron p orbital, illustrated below.

  7. 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 ...

  8. 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 by the stabilization of conjugation alone.

  9. Pentalene - Wikipedia

    en.wikipedia.org/wiki/Pentalene

    It has chemical formula C 8 H 6. It is antiaromatic, because it has 4n π electrons where n is any integer. For this reason it dimerizes even at temperatures as low as −100 °C. [3] [4] The derivative 1,3,5-tri-tert-butylpentalene was synthesized in 1973. [5] Because of the tert-butyl substituents this compound is