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Functional Groups
Functional Groups

... If the carbon is attached to one other carbon that carbon is primary (1o) and the alkyl halide is also 1o If the carbon is attached to two other carbons, that carbon is secondary (2o) and the alkyl halide is 2o If the carbon is attached to three other carbons, the carbon is tertiary (3o) and the alk ...
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... If the carbon is attached to one other carbon that carbon is primary (1o) and the alkyl halide is also 1o If the carbon is attached to two other carbons, that carbon is secondary (2 o) and the alkyl halide is 2o If the carbon is attached to three other carbons, the carbon is tertiary (3 o) and the a ...
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Homoaromaticity



Homoaromaticity in organic chemistry refers to a special case of aromaticity in which conjugation is interrupted by a single sp3 hybridized carbon atom. Although this sp3 center disrupts the continuous overlap of p-orbitals, traditionally thought to be a requirement for aromaticity, considerable thermodynamic stability and many of the spectroscopic, magnetic, and chemical properties associated with aromatic compounds are still observed for such compounds. This formal discontinuity is apparently bridged by p-orbital overlap, maintaining a contiguous cycle of π electrons that is responsible for this preserved chemical stability.The concept of homoaromaticity was pioneered by Saul Winstein in 1959, prompted by his studies of the “tris-homocyclopropenyl” cation. Since the publication of Winstein's paper, much research has been devoted to understanding and classifying these molecules, which represent an additional “class” of aromatic molecules included under the continuously broadening definition of aromaticity. To date, homoaromatic compounds are known to exist as cationic and anionic species, and some studies support the existence of neutral homoaromatic molecules, though these are less common. The 'homotropylium' cation (C8H9+) is perhaps the best studied example of a homoaromatic compound.
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