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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 ...
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 .
*** 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.
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.
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 ...
In chemistry, bond order is a formal measure of the multiplicity of a covalent bond between two atoms. As introduced by Gerhard Herzberg, [1] building off of work by R. S. Mulliken and Friedrich Hund, bond order is defined as the difference between the numbers of electron pairs in bonding and antibonding molecular orbitals.
7), which is protonated benzene. Two hydrogen atoms bonded to one carbon lie in a plane perpendicular to the benzene ring. [ 4 ] The arenium ion is no longer an aromatic species; however it is relatively stable due to delocalization: the positive charge is delocalized over 3 carbon atoms by the pi system , as depicted on the following resonance ...
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