Stannocene

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Stannocene
Stannocene.png
Names
IUPAC name
  • Stannocene
  • Bis(η5-cyclopentadienyl)tin(II)
Other names
  • Bis(cyclopentadienyl)tin
  • Di(cyclopentadienyl)tin
Identifiers
3D model (JSmol)
  • InChI=1S/2C5H5.Sn/c2*1-2-4-5-3-1;/h2*1-5H;/q2*-1;+2
    Key: CRQFNSCGLAXRLM-UHFFFAOYSA-N
  • [cH-]1cccc1.[cH-]1cccc1.[Sn+2]
Properties
C10H10Sn
Molar mass 248.900 g·mol−1
Melting point 105 °C (221 °F; 378 K) [2]
Structure [3]
orthorhombic
Pbcm, No.57
a = 5.835 Å, b = 25.385 Å, c = 12.785 Å
8 formula per cell
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Stannocene is an organometallic compound with the formula Sn(C5H5)2. It appears yellow-brown, and melts around 105 °C. [4]

Chemically, stannocene is a metallocene that can be produced efficiently from cyclopentadienyl sodium and tin(II) chloride. [5] Unlike in ferrocene the two cyclopentadienyl rings are not parallel. [6]

References

  1. ↑ Stannocene
  2. ↑ Greenwood, Norman N.; Earnshaw, Alan (1984). Chemistry of the Elements. Oxford: Pergamon Press. p. 462. ISBN   978-0-08-022057-4.
  3. ↑ Atwood, Jerry L.; Hunter, William E; Cowley, Alan H.; Jones, Richard A.; Stewart, Constantine A. "X-Ray Crystal Structures of Bis(cyclopentadienyl)tin and Bis(pentamethylcyclopentadienyl)lead". J. Chem. Soc., Chem. Commun.
  4. ↑ Fischer, E. O.; Grubert, H. (1956) [15 May 1956]. "Di-cyclopentadienyl-zinn" [Bis(cyclopentadienyl)tin]. Zeitung für Naturforschung B (in German). 11 (7): 423–424. doi: 10.1515/znb-1956-0714 . (Links go to multiple-article compendium.)
  5. ↑ Janiak, Christpher (2010), "Stannocene as cyclopentadienyl transfer agent in transmetallation reactions with lanthanide metals for the synthesis of tris(cyclopentadienyl)lanthanides", Zeitschrift für anorganische und allgemeine Chemie, 636 (13–14): 2387–2390, doi:10.1002/zaac.201000239
  6. ↑ Smith, P. J. (2012). Chemistry of Tin. Springer Science & Business Media. ISBN   9789401149389.
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