User:OrganoMetallurgy/Drafts/Phenalenyl radical

= non-chembox sections = Phenalenyl is a stable aromatic hydrocarbon radical. It's of interest

It's stable in solution at room temperature in the absence of oxygen. It forms a σ-dimer in the solid state and at low temperatures in solution.

Properties
Phenalenyl is a stable radical. Its stability is due to its aromaticity and the delocalization of the unpaired electron.

Synthesis/Preparation
The phenalenyl radical was first prepared in 1957 by the oxidation of phenalene dissolved in carbon tetrachloride by air. doi:10.1063/1.1743526 Another means of preparing it is the oxidation of the phenalenyl anion, prepared by the deprotonation of phenalene by potassium methoxide, by a limited amount of oxygen/air.

Applications/Uses
Phenalenyl itself doesn't have any

Reactions
The dimer can decompose to peropyrene Further oxidized to phenalone