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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. [1]
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.
*** 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.
Ortho effect is an organic chemistry phenomenon where the presence of a chemical group at the at ortho position or the 1 and 2 position of a phenyl ring, relative to the carboxylic compound changes the chemical properties of the compound.
In molecules which have resonance or nonclassical bonding, bond order may not be an integer.In benzene, the delocalized molecular orbitals contain 6 pi electrons over six carbons, essentially yielding half a pi bond together with the sigma bond for each pair of carbon atoms, giving a calculated bond order of 1.5 (one and a half bond).
Print/export Download as PDF; Printable version; In other projects Wikidata item; Appearance. move to sidebar hide ... Benzene: 0.87 80.1 2.65 5.5 –5.12
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.
Stability and other properties can be predicted using energy calculations and computational chemistry. "[Using] the Born–Haber cycle to estimate ... the heat of formation... can be used to determine whether a hypothetical compound is stable." However, "a negative formation enthalpy does not automatically imply the existence of a hypothetical ...