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Phosphirane

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Phosphirane
Names
Preferred IUPAC name Phosphirane
Systematic IUPAC name Phosphacyclopropane
Other names Phosphiran
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
InChI
  • InChI=1S/C2H5P/c1-2-3-1/h3H,1-2H2Key: UTMQOVWWMLZKRY-UHFFFAOYSA-N
SMILES
  • C1PC1
Properties
Chemical formula C2H5P
Molar mass 60.036 g·mol
Appearance colorless gas
Melting point −121 °C (−186 °F; 152 K)
Boiling point 36.5 °C (97.7 °F; 309.6 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Phosphirane is the organophosphorus compound with the formula C2H4PH. It is a colorless gas of no commercial value. As the simplest cyclic, saturated organophosphorus compound, phosphirane is the prototype of a family of related compounds that have attracted attention from the research community. Phosphirane was first prepared by reaction of 1,2-dichloroethane with the conjugate base of phosphine. Phosphiranes, 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 phosphirane.

References

  1. Wagner, Ross I.; Freeman, LeVern D.; Goldwhite, H.; Rowsell, D. G. (March 1967). "Phosphiran". Journal of the American Chemical Society. 89 (5): 1102–1104. doi:10.1021/ja00981a013.
  2. François Mathey; Manfred Regitz (1996). "Phosphiranes, Phosphirenes, and Heavier Analogues". Comprehensive Heterocyclic Chemistry II. Vol. 1A. pp. 277–304. doi:10.1016/B978-008096518-5.00008-3. ISBN 978-0-08-096518-5.
  • Quin, L. D. (2000). A Guide to Organophosphorus Chemistry. Wiley-Interscience. ISBN 0-471-31824-8.
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