Hexaphenylcarbodiphosphorane: Difference between revisions
Content deleted Content added
←Redirected page to Carbobis(triphenylphosphorane) Tag: New redirect |
cut and paste move at this early stage Tag: Removed redirect |
||
| Line 1: | Line 1: | ||
{{Chembox |
|||
#REDIRECT [[Carbobis(triphenylphosphorane)]] |
|||
| ImageFile = C(PPh3)2.png |
|||
| ImageSize = |
|||
| ImageAlt = |
|||
| IUPACName = |
|||
| OtherNames = bis(triphenylphosphoranylidene)methane, hexaphenylcarbodiphosphorane |
|||
|Section1={{Chembox Identifiers |
|||
| CASNo = 7533-52-0 |
|||
| PubChem = |
|||
| SMILES = }} |
|||
|Section2={{Chembox Properties |
|||
| C=37|H=30|P=2 |
|||
| MolarMass = |
|||
| Appearance = yellow solid |
|||
| Density = 1.205 g/cm<sup>3</sup> |
|||
| MeltingPtC = 198-201 |
|||
| BoilingPt = |
|||
| Solubility = }} |
|||
|Section3={{Chembox Hazards |
|||
| MainHazards = |
|||
| FlashPt = |
|||
| AutoignitionPt = }} |
|||
}} |
|||
'''Hexaphenylcarbodiphosphorane''' is the [[organophosphorus compound]] with the formula C(PPh<sub>3</sub>)<sub>2</sub> (where [[phenyl|Ph]] = C<sub>6</sub>H<sub>5</sub>). It is a yellow, moisture-sensitive solid. The compound is classified as an [[ylide]] and as such carries significant negative charge on carbon. It is isoelectronic with [[bis(triphenylphosphine)iminium chloride|bis(triphenylphosphine)iminium]]. The P-C-P angle is 131°.<ref>{{cite journal|title=Carbodiphosphoranes: The Chemistry of Divalent Carbon(0)|authors=Tonner, Ralf; Oexler, Florian; Neumueller, Bernhard; Petz, Wolfgang; Frenking, Gernot|journal= Angewandte Chemie, International Edition|year=2006|volume=45|pages=8038-8042|doi=10.1002/anie.200602552}}</ref> The compound was originally prepared by deprotonation of the [[phosphonium salt]] [HC(PPh<sub>3</sub>)<sub>2</sub>]Br using potassium.<ref>{{cite journal|authors=Ramirez, Fausto; Desai, N. B.; Hansen, B.; McKelvie, N.|title=Hexaphenylcarbodiphosphorane, (C<sub>6</sub>H<sub>5</sub>)<sub>3</sub>P:C:P(C<sub>6</sub>H<sub>5</sub>)<sub>3</sub>|journal=Journal of the American Chemical Society|year=1961|volume=83|pages=3539-40|doi=10.1021/ja01477a052}}</ref><ref>{{cite journal|authors=Petz, W.; Frenking, G., |title=Carbodiphosphoranes and Related Ligands|journal=Top. Organomet. Chem.|year=2010|volume=30|pages=49-92|doi=10.1007/978-3-642-04722-0_3}}</ref> |
|||
==References== |
|||
<references /> |
|||
[[Category:Organophosphorus compounds]] |
|||
Revision as of 16:35, 17 July 2018
2.png)
| |
| Names | |
|---|---|
| Other names
bis(triphenylphosphoranylidene)methane, hexaphenylcarbodiphosphorane
| |
| Identifiers | |
| Properties | |
| C37H30P2 | |
| Molar mass | 536.595 g·mol−1 |
| Appearance | yellow solid |
| Density | 1.205 g/cm3 |
| Melting point | 198–201 °C (388–394 °F; 471–474 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Hexaphenylcarbodiphosphorane is the organophosphorus compound with the formula C(PPh3)2 (where Ph = C6H5). It is a yellow, moisture-sensitive solid. The compound is classified as an ylide and as such carries significant negative charge on carbon. It is isoelectronic with bis(triphenylphosphine)iminium. The P-C-P angle is 131°.[1] The compound was originally prepared by deprotonation of the phosphonium salt [HC(PPh3)2]Br using potassium.[2][3]
References
- ^ "Carbodiphosphoranes: The Chemistry of Divalent Carbon(0)". Angewandte Chemie, International Edition. 45: 8038–8042. 2006. doi:10.1002/anie.200602552.
{{cite journal}}: Cite uses deprecated parameter|authors=(help) - ^ "Hexaphenylcarbodiphosphorane, (C6H5)3P:C:P(C6H5)3". Journal of the American Chemical Society. 83: 3539–40. 1961. doi:10.1021/ja01477a052.
{{cite journal}}: Cite uses deprecated parameter|authors=(help) - ^ "Carbodiphosphoranes and Related Ligands". Top. Organomet. Chem. 30: 49–92. 2010. doi:10.1007/978-3-642-04722-0_3.
{{cite journal}}: Cite uses deprecated parameter|authors=(help)CS1 maint: extra punctuation (link)