Phosphirene

Phosphirene
Names
	IUPAC name 1H-Phosphirene
Identifiers
CAS Number	157-19-7;
3D model (JSmol)	Interactive image;
ChemSpider	24771513;
PubChem CID	15786925;
	InChI InChI=1S/C2H3P/c1-2-3-1/h1-3H Key: BHJIMPINIQQPJX-UHFFFAOYSA-N;
	SMILES C1=CP1;
Properties
Chemical formula	C2H3P
Molar mass	58.02 g·mol−1
Appearance	colorless gas
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Phosphirene is the organophosphorus compound with the formula C₂H₂PH. It is a colorless gas of no commercial value. As the simplest cyclic, unsaturated organophosphorus compound, phosphirene is the prototype of a family of related compounds that have attracted attention from researchers.^[1]

Phosphirenes, that is substituted phosphirene compounds where one or more of the H's are replaced 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]

References

↑ François Mathey, Manfred Regitz (1996). "Phosphiranes, Phosphirenes, and Heavier Analogues". Comprehensive Heterocyclic Chemistry II. 1A. pp. 277–304. doi:10.1016/B978-008096518-5.00008-3.
↑ Angela Marinetti, Francois Mathey, Jean Fischer, Andre Mitschler (1982). "Generation and Trapping of Terminal Phosphinidene Complexes. Synthesis and X-ray Crystal Structure of Stable Phosphirene Complexes". J. Am. Chem. Soc. 104. pp. 4484–5. doi:10.1021/ja00380a029.

Quin, L. D. (2000). A Guide to Organophosphorus Chemistry. Wiley-Interscience. ISBN 0-471-31824-8.

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[1] François Mathey, Manfred Regitz (1996). "Phosphiranes, Phosphirenes, and Heavier Analogues". Comprehensive Heterocyclic Chemistry II. 1A. pp. 277–304. doi:10.1016/B978-008096518-5.00008-3.

[2] Angela Marinetti, Francois Mathey, Jean Fischer, Andre Mitschler (1982). "Generation and Trapping of Terminal Phosphinidene Complexes. Synthesis and X-ray Crystal Structure of Stable Phosphirene Complexes". J. Am. Chem. Soc. 104. pp. 4484–5. doi:10.1021/ja00380a029.