Cyclopentadienylthallium
Names | |
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IUPAC name
Thallium(I) cyclopentadienide | |
Other names
Thallium cyclopentadienide (η5-Cyclopentadienyl)thallium | |
Identifiers | |
34822-90-7 | |
3D model (Jmol) | Interactive image |
ChemSpider | 24721800 |
ECHA InfoCard | 100.047.466 |
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Properties | |
C5H5Tl | |
Molar mass | 269.48 g·mol−1 |
Appearance | Light yellow solid |
Melting point | 300 °C (572 °F; 573 K) |
Insoluble | |
Hazards | |
EU classification (DSD) |
T+ |
R-phrases | R26/28, R33, R36/37/38 |
S-phrases | S13, S28, S45 |
NFPA 704 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
Cyclopentadienylthallium, also known as thallium cyclopentadienide, is an organothallium compound with formula C5H5Tl. This light yellow solid is insoluble in most organic solvents, but sublimes readily. It is used as a precursor to transition metal and main group cyclopentadienyl complexes, as well as organic cyclopentadiene derivatives.[1]
Preparation and structure
Cyclopentadienylthallium is prepared by the reaction of thallium(I) sulfate, sodium hydroxide, and cyclopentadiene:[2]
- Tl2SO4 + 2 NaOH → 2 TlOH + Na2SO4
- TlOH + C5H6 → TlC5H5 + H2O
The compound adopts a polymeric structure, consisting of infinite chains of bent metallocenes. The Tl---Tl---Tl angles are 130°.[3] Upon sublimation, the polymer cracks into monomers of C5v symmetry.
Applications
Compared to most of other cyclopentadienyl (Cp) transfer reagent such as cyclopentadienyl sodium, CpMgBr and Cp2Mg, cyclopentadienylthallium is less air sensitive. It is also much less of a reducing agent.
References
- ↑ C. Elschenbroich, (2006). Organometallics. Wiley-VCH, Weinheim. p. 130. ISBN 3-527-29390-6.
- ↑ A.J. Nielson; C.E.F. Rickard; J.M. Smith (1986). "Cyclopentadienylthallium (Thallium Cyclopentadienide)". Inorg. Synth. 24: 97–99. doi:10.1002/9780470132555.ch31.
- ↑ Falk Olbrich, Ulrich Behrens "Crystal structure of catena-cyclopentadienylthallium, [Tl(C5H5)]" Zeitschrift für Kristallographie - New Crystal Structures 1997, 212, 47-47.