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Chemical compound From Wikipedia, the free encyclopedia
Phosphirene is the hypothetical organophosphorus compound with the formula C2H2PH. As the simplest cyclic, unsaturated organophosphorus compound, phosphirene is the prototype of a family of related compounds that have attracted attention from researchers.[1]
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| Names | |
|---|---|
| Preferred IUPAC name
1H-Phosphirene | |
| Systematic IUPAC name
Phosphacyclopropene | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
PubChem CID |
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| Properties | |
| C2H3P | |
| Molar mass | 58.020 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Phosphirenes, that is substituted phosphirene compounds where one or more of the H's are replaced by organic substituents, are far more commonly discussed than the parent phosphirene. The first example of a phosphirene, 1,2,3-triphenylphosphirene was prepared via trapping of the phosphinidine complex Mo(CO)5PPh with diphenylacetylene.[2]
Placement of the double bond between the carbon atoms provides a 1Hphosphirene in which the phosphorus center is bonded to two carbon atoms and a hydrogen atom. Alternatively, placement of the double bond between the phosphorus center and a carbon atom generates a 2H-phosphirene. The first 2H-phosphirene was synthesized as early as 1987 by Regitz group. However, the chemistry of 2H-phosphirenes was relatively dormant until a series of reports by Stephan group.[3][4]
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