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  2. Hückel's rule - Wikipedia

    en.wikipedia.org/wiki/Hückel's_rule

    The best-known example is benzene (C 6 H 6) with a conjugated system of six π electrons, which equals 4n + 2 for n = 1. The molecule undergoes substitution reactions which preserve the six π electron system rather than addition reactions which would destroy it. The stability of this π electron system is referred to as aromaticity. Still, in ...

  3. 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.

  4. Solvent effects - Wikipedia

    en.wikipedia.org/wiki/Solvent_effects

    In the table above, it can be seen that water is the most polar-solvent, followed by DMSO, and then acetonitrile. Consider the following acid dissociation equilibrium: HA ⇌ A − + H + Water, being the most polar-solvent listed above, stabilizes the ionized species to a greater extent than does DMSO or Acetonitrile.

  5. 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.

  6. Covalent bond - Wikipedia

    en.wikipedia.org/wiki/Covalent_bond

    In organic chemistry, when a molecule with a planar ring obeys Hückel's rule, where the number of π electrons fit the formula 4n + 2 (where n is an integer), it attains extra stability and symmetry. In benzene, the prototypical aromatic compound, there are 6 π bonding electrons (n = 1, 4n + 2 = 6).

  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. 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 ...

  9. 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 ] Chemical stability may also refer to the shelf-life of a particular chemical compound; that is the duration of time before it begins to degrade in response to environmental factors.