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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. Buchner ring expansion - Wikipedia

    en.wikipedia.org/wiki/Buchner_ring_expansion

    The reaction mechanism of a Buchner ring expansion begins with carbene formation from ethyl-diazoacetate generated initially through photochemical or thermal reactions with extrusion of nitrogen. carbene mechanism. The generated carbene adds to one of the double bonds of benzene to form the cyclopropane ring. carbene insertion

  4. 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 ...

  5. Heterocyclic compound - Wikipedia

    en.wikipedia.org/wiki/Heterocyclic_compound

    Structures and names of common heterocyclic compounds Pyridine, a heterocyclic compound. A heterocyclic compound or ring structure is a cyclic compound that has atoms of at least two different elements as members of its ring(s). [1]

  6. 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.

  7. Simple aromatic ring - Wikipedia

    en.wikipedia.org/wiki/Simple_aromatic_ring

    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. They can be monocyclic as in benzene, bicyclic as in naphthalene, or polycyclic as in anthracene.

  8. Clar's rule - Wikipedia

    en.wikipedia.org/wiki/Clar's_rule

    when a ring with a circle is adjacent to a ring with two double bonds, an arrow is drawn from the former to the latter ring. Some results from these rules are worth being made explicit. Following Clar, [1] rules 1 and 2 imply that circles can never be in adjacent rings. Rule 3 means that only four options are viable for rings, namely (i) having ...

  9. Hückel's rule - Wikipedia

    en.wikipedia.org/wiki/Hückel's_rule

    Hückel's rule can also be applied to molecules containing other atoms such as nitrogen or oxygen. For example pyridine (C 5 H 5 N) has a ring structure similar to benzene, except that one -CH- group is replaced by a nitrogen atom with no hydrogen. There are still six π electrons and the pyridine molecule is also aromatic and known for its ...