Selenopyrylium
chemical compound
Selenopyrylium is an aromatic heterocyclic compound consisting of a six-membered ring with five carbon atoms and a positively charged selenium atom.
Naming and numbering
Formerly it was named selenapyrylium. However, this is misleading as "selena" indicates that selenium substitutes for a carbon atom, but actually selenium is substituted for the oxygen atom in pyrylium. In the Hantzsch-Widman system of nomenclature, it is called seleninium. This is the name used by Chemical Abstracts. Replacement nomenclature would call this selenoniabenzene.
Numbering in selenopyrylium starts with 1 on the selenium atom and counts up to 6 on the carbon atoms. The positions adjacent to the chalcogen, numbered 2 and 6 can also be called α, the next two positions 3 and 5 can be termed "β" and the opposite carbon at position 4 can be called "γ".
Occurrence
Because selenopyrylium is a positively charged ion, it takes the solid form as a salt with non-nucleophillic anions such as perchlorate, tetrafluoroborate, fluorosulfate, and hexafluorophosphate.
Formation
Selenopyrylium and derivatives can be made from 1,5-diketones (such as glutaraldehyde) and hydrogen selenide, along with hydrogen chloride (HCl) as a catalyst using acetic acid as a solvent.
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