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  2. Clar's rule - Wikipedia

    en.wikipedia.org/wiki/Clar's_rule

    Phenanthrene can be thought of as a benzene moiety with two fused rings; a third ring can be fused to obtain triphenylene, with three aromatic π-sextets in its Clar structure. The chemical stability of these molecules is greatly influenced by the degree of aromaticity of their Clar structures.

  3. Benzene - Wikipedia

    en.wikipedia.org/wiki/Benzene

    Benzene is an organic chemical compound with the molecular formula C 6 H 6. The benzene molecule is composed of six carbon atoms joined in a planar hexagonal ring with one hydrogen atom attached to each. Because it contains only carbon and hydrogen atoms, benzene is classed as a hydrocarbon.

  4. Chemical stability - Wikipedia

    en.wikipedia.org/wiki/Chemical_stability

    In chemistry, chemical stability is the thermodynamic stability of a chemical system, in particular a chemical compound or a polymer. [ 1 ] Thermodynamic stability occurs when a system is in its lowest energy state , or in chemical equilibrium with its environment.

  5. Ortho effect - Wikipedia

    en.wikipedia.org/wiki/Ortho_effect

    There are three main ortho effects in substituted benzene compounds: Steric hindrance forces cause substitution of a chemical group in the ortho position of benzoic acids become stronger acids. Steric inhibition of protonation caused by substitution of anilines to become weaker bases, compared to substitution of isomers in the meta and para ...

  6. 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 ...

  7. 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.

  8. Heterocyclic compound - Wikipedia

    en.wikipedia.org/wiki/Heterocyclic_compound

    Likewise, the compounds with two benzene rings fused to the central heterocycle are carbazole, acridine, and dibenzoazepine. Thienothiophene are the fusion of two thiophene rings. Phosphaphenalenes are a tricyclic phosphorus-containing heterocyclic system derived from the carbocycle phenalene.

  9. Resonance (chemistry) - Wikipedia

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

    The concept first appeared in 1899 in Johannes Thiele's "Partial Valence Hypothesis" to explain the unusual stability of benzene which would not be expected from August Kekulé's structure proposed in 1865 with alternating single and double bonds. [12] Benzene undergoes substitution reactions, rather than addition reactions as typical for ...