User:OrganoMetallurgy/Drafts/Phenalenyl radical
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Names | |
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Other names
perinaphthyl, perinaphthenyl,
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Identifiers | |
3D model (JSmol)
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Abbreviations | PLY |
PubChem CID
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Properties | |
C13H9 | |
Molar mass | 165.215 g·mol−1 |
Appearance | yellow or blue solutions |
UV-vis (λmax) | 613 nm |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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non-chembox sections
[edit]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
[edit]Phenalenyl is a stable radical. Its stability is due to its aromaticity and the delocalization of the unpaired electron.
Structure
[edit]Synthesis/Preparation
[edit]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
[edit]Phenalenyl itself doesn't have any
Reactions
[edit]The dimer can decompose to peropyrene Further oxidized to phenalone
History
[edit]References
[edit]- ^ Uchida, Kazuyuki; Kubo, Takashi (2016). "Recent Advances in the Chemistry of Phenalenyl". Journal of Synthetic Organic Chemistry, Japan. 74 (11): 1069–1077. doi:10.5059/yukigoseikyokaishi.74.1069.