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  2. Aromaticity - Wikipedia

    en.wikipedia.org/wiki/Aromaticity

    A C=C bond is shorter than a C−C bond, but benzene is perfectly hexagonal—all six carbon-carbon bonds have the same length, intermediate between that of a single and that of a double bond. A better representation is that of the circular π bond (Armstrong's inner cycle ), in which the electron density is evenly distributed through a π-bond ...

  3. Resonance (chemistry) - Wikipedia

    en.wikipedia.org/wiki/Resonance_(chemistry)

    This mixed single and double bond (or triple bond) character is typical for all molecules in which bonds have a different bond order in different contributing structures. Bond lengths can be compared using bond orders. For example, in cyclohexane the bond order is 1 while that in benzene is 1 + (3 ÷ 6) = 1 + 1 ⁄ 2. Consequently, benzene has ...

  4. Benzene - Wikipedia

    en.wikipedia.org/wiki/Benzene

    Benzene is a natural constituent of petroleum and is one of the elementary petrochemicals. Due to the cyclic continuous pi bonds between the carbon atoms, benzene is classed as an aromatic hydrocarbon. Benzene is a colorless and highly flammable liquid with a sweet smell, and is partially responsible for the aroma of gasoline.

  5. Aromatic compound - Wikipedia

    en.wikipedia.org/wiki/Aromatic_compound

    Line bond structure of benzene [5] Electron flow through p orbitals showing the aromatic nature of benzene [5] Benzene, C 6 H 6, is the least complex aromatic hydrocarbon, and it was the first one defined as such. [6] Its bonding nature was first recognized independently by Joseph Loschmidt and August Kekulé in the 19th century. [6]

  6. Clar's rule - Wikipedia

    en.wikipedia.org/wiki/Clar's_rule

    According to the rules expressed above, the phenanthrene molecule allows two different resonance structures: one of them presents a single circle in the center of the molecule, with each of the two adjacent rings having two double bonds; the other one has the two peripheral rings each with one circle, and the central ring with one double bond.

  7. Linnett double-quartet theory - Wikipedia

    en.wikipedia.org/wiki/Linnett_Double-Quartet_Theory

    Thus, a more complete description of the bonding in B 2 H 7 − is obtained using LDQ theory as it can utilise two two-centre one-electron bonds, in comparison with the awkward three-centre two-electron bond or the resonance structures derived from the valence bond method.

  8. Lewis structure - Wikipedia

    en.wikipedia.org/wiki/Lewis_structure

    The nitrogen atom has only 6 electrons assigned to it. One of the lone pairs on an oxygen atom must form a double bond, but either atom will work equally well. Therefore, there is a resonance structure. Tie up loose ends. Two Lewis structures must be drawn: Each structure has one of the two oxygen atoms double-bonded to the nitrogen atom.

  9. Phenyl group - Wikipedia

    en.wikipedia.org/wiki/Phenyl_group

    The phenyl group is closely related to benzene and can be viewed as a benzene ring, minus a hydrogen, which may be replaced by some other element or compound to serve as a functional group. A phenyl group has six carbon atoms bonded together in a hexagonal planar ring, five of which are bonded to individual hydrogen atoms, with the remaining ...