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It was introduced in 1972 by the Austrian organic chemist Erich Clar in his book The Aromatic Sextet. The rule states that given a polycyclic aromatic hydrocarbon , the resonance structure most important to characterize its properties is that with the largest number of aromatic π-sextets i.e. benzene-like moieties .
Prismane or 'Ladenburg benzene' is a polycyclic hydrocarbon with the formula C 6 H 6. It is an isomer of benzene , specifically a valence isomer . Prismane is far less stable than benzene.
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.
The inductive effect can be used to determine the stability of a molecule depending on the charge present on the atom and the groups bonded to the atom. For example, if an atom has a positive charge and is attached to a - I group its charge becomes 'amplified' and the molecule becomes more unstable.
*** Benzene is a carcinogen (cancer-causing agent). *** Very flammable. The pure material, and any solutions containing it, constitute a fire risk. Safe handling: Benzene should NOT be used at all unless no safer alternatives are available. If benzene must be used in an experiment, it should be handled at all stages in a fume cupboard.
In organic chemistry, benzenoids are a class of organic compounds with at least one benzene ring. These compounds have increased stability due to resonance in the benzene rings. Most aromatic hydrocarbons are benzenoid. Notable counterexamples are cyclooctadecanonaene, azulene and trans-bicalicene. [1] [2]
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In the following keto-enol tautomerization, the product enol is more stable than the original ketone even though the ketone contains an aromatic benzene moiety (blue). However, there is also an antiaromatic lactone moiety (green). The relief of antiaromatic destabilization provides a driving force that outweighs even the loss of an aromatic ...