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Clar's rule has also been supported by experimental results about the distribution of π-electrons in polycyclic aromatic hydrocarbons, [7] valence bond calculations, [8] and nucleus-independent chemical shift studies. [9] Clar's rule is widely applied in the fields of chemistry and materials science.
Electron ionization mass spectrum of the steroid alcohol brassicasterol. Mass spectral interpretation is the method employed to identify the chemical formula, characteristic fragment patterns and possible fragment ions from the mass spectra. [1] [2] Mass spectra is a plot of relative abundance against mass-to-charge ratio.
According to Clar's rule, [20] the resonance structure of a PAH that has the largest number of disjoint aromatic pi sextets—i.e. benzene-like moieties—is the most important for the characterization of the properties of that PAH. [21] Benzene-substructure resonance analysis for Clar's rule
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.
Triangulene (also known as Clar's hydrocarbon) is the smallest triplet-ground-state polybenzenoid. [1] It exists as a biradical with the chemical formula C 22 H 12. [2] It was first hypothesized by Czech chemist Erich Clar in 1953. [3]
Erich Clar (23 August 1902 – 27 March 1987) was an Austrian organic chemist, born in Hřensko, who studied polycyclic aromatic hydrocarbon chemistry. He is considered as the father of that field. [ 1 ]
Also, there are no carbocation rearrangements, as the acylium ion is stabilized by a resonance structure in which the positive charge is on the oxygen. The viability of the Friedel–Crafts acylation depends on the stability of the acyl chloride reagent. Formyl chloride, for example, is too unstable to be isolated.
They hypothesized that the secondary alcohol underwent an S N 1 reaction, forming a chloride. Then, an excess amount of zinc reduced the chloride. Then, an excess amount of zinc reduced the chloride. Importantly, the reaction effectively reduced the two ketones, alcohol, and the methoxycarbonyl group while avoiding any by-products , giving the ...