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  2. Hückel's rule - Wikipedia

    en.wikipedia.org/wiki/Hückel's_rule

    For benzene the lowest π orbital is non-degenerate and can hold 2 electrons, and the next 2 π orbitals form a degenerate pair which can hold 4 electrons. The 6 π electrons in benzene therefore form a stable closed shell in a regular hexagonal molecule. [13] [8] However for cyclobutadiene or cyclooctatrene with regular geometries, the highest ...

  3. Simple aromatic ring - Wikipedia

    en.wikipedia.org/wiki/Simple_aromatic_ring

    Many simple aromatic rings have trivial names. They are usually found as substructures of more complex molecules ("substituted aromatics"). Typical simple aromatic compounds are benzene, indole, and pyridine. [1] [2] Simple aromatic rings can be heterocyclic if they contain non-carbon ring atoms, for example, oxygen, nitrogen, or sulfur.

  4. Benzene - Wikipedia

    en.wikipedia.org/wiki/Benzene

    Benzene and cyclohexane have a similar structure, only the ring of delocalized electrons and the loss of one hydrogen per carbon distinguishes it from cyclohexane. The molecule is planar. [ 58 ] The molecular orbital description involves the formation of three delocalized π orbitals spanning all six carbon atoms, while the valence bond ...

  5. Delocalized electron - Wikipedia

    en.wikipedia.org/wiki/Delocalized_electron

    In the simple aromatic ring of benzene, the delocalization of six π electrons over the C 6 ring is often graphically indicated by a circle. The fact that the six C-C bonds are equidistant is one indication that the electrons are delocalized; if the structure were to have isolated double bonds alternating with discrete single bonds, the bond would likewise have alternating longer and shorter ...

  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. Electrophilic aromatic directing groups - Wikipedia

    en.wikipedia.org/wiki/Electrophilic_aromatic...

    It is correct that fluorine has a -I effect, which results in electrons being withdrawn inductively. However, another effect that plays a role is the +M effect which adds electron density back into the benzene ring (thus having the opposite effect of the -I effect but by a different mechanism).

  8. Aromatic ring current - Wikipedia

    en.wikipedia.org/wiki/Aromatic_ring_current

    An aromatic ring current is an effect observed in aromatic molecules such as benzene and naphthalene. If a magnetic field is directed perpendicular to the plane of the aromatic system, a ring current is induced in the delocalized π electrons of the aromatic ring. [ 1 ]

  9. Clar's rule - Wikipedia

    en.wikipedia.org/wiki/Clar's_rule

    In the first place, Clar's rule is formulated only for species with hexagonal rings, [12] and thus it cannot be applied to species having rings different from the benzene moiety, even though an extension of the rule to molecules with rings of any dimension has been provided by Glidewell and Lloyd. [12]