Loading AI tools
Chemical compound From Wikipedia, the free encyclopedia
Osmocene is an organoosmium compound found as a white solid. It is a metallocene with the formula Os(C5H5)2.
Names | |
---|---|
Preferred IUPAC name
Osmocene[1] | |
Other names
| |
Identifiers | |
3D model (JSmol) |
|
ChemSpider | |
ECHA InfoCard | 100.013.687 |
PubChem CID |
|
CompTox Dashboard (EPA) |
|
| |
| |
Properties | |
C10H10Os | |
Molar mass | 320.42 g·mol−1 |
Appearance | white solid |
Melting point | 234 °C |
Boiling point | 298 °C |
Structure[2] | |
orthorhombic | |
Pnma, No. 62 | |
D5h | |
Related compounds | |
Related compounds |
ferrocene, ruthenocene |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
Osmocene is commercially available. It may be prepared by the reaction of osmium tetroxide with hydrobromic acid followed by zinc and cyclopentadiene.[2]
It was first synthesized by Ernst Otto Fischer and Heinrich Grumbert via the reaction of osmium(IV) chloride with excess sodium cyclopentadienide in dimethoxyethane, where osmium(II) chloride is presumed to be an intermediate formed in situ. Alternatively, cyclopentadienyl magnesium bromide could be reacted with osmium(IV) chloride, though this has worse yields.[3]
Osmocene is a white solid. The molecular structure features an osmium ion sandwiched between two cyclopentadienyl rings. It is isomorphous to the lighter homologue ruthenocene, both crystallizing in an eclipsed conformation. This is in contrast to ferrocene, which crystallizes with its rings staggered.[2]
Compared to ferrocene and ruthenocene, osmocene is less reactive towards electrophilic aromatic substitution but has the greatest tendency towards adduct formation with Lewis acids.[4]
The osmocenium cation [Os(C5H5)2]+ dimerizes, forming a binuclear complex with an Os-Os bond.[5] In contrast, the decamethylosmocenium cation [Os(C5(CH3)5)2]+ is stable as the monomer.[6]
In 2009, Horst Kunkely and Arnd Vogler reported the possibility of photocatalytic water splitting with osmocene as a catalyst.[7]
Seamless Wikipedia browsing. On steroids.
Every time you click a link to Wikipedia, Wiktionary or Wikiquote in your browser's search results, it will show the modern Wikiwand interface.
Wikiwand extension is a five stars, simple, with minimum permission required to keep your browsing private, safe and transparent.