Cyclopentadienylthallium

Cyclopentadienylthallium

Names
Other names thallium cyclopentadienide
Identifiers
CAS Number	34822-90-7
3D model (JSmol)	Interactive image
ChemSpider	11271029
ECHA InfoCard	100.047.466
InChI InChI=1/C5H5.Tl/c1-2-4-5-3-1;/h1-3H,4H2;/rC5H5Tl/c6-5-3-1-2-4-5/h1-3H,4H2 Key: BJAJOYQGRSEFPS-ZPWWNLHCAI
SMILES [Tl]C=1C\C=C/C=1
Properties
Chemical formula	C5H5Tl
Molar mass	269.48 g/mol
Appearance	light yellow solid
Melting point	300 °C (573 K)
Solubility in water	insoluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Cyclopentadienyl thallium, 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, and is useful as a precursor to transition metal and main group Cp compounds, as well as organic cyclopentadiene derivatives.

Preparation

Cyclopentadienyl thallium is prepared by the reaction of thallium(I) sulfate, sodium hydroxide, and cyclopentadiene:

Tl₂SO₄ + 2 NaOH → 2 TlOH + Na₂SO₄

TlOH + C₅H₆ → TlC₅H₅ + H₂O

Applications

Compared to most of other cyclopentadienyl transfer reagent such as cyclopentadienyl sodium, CpMgBr and Cp₂Mg, cyclopentadienyl thallium is less air sensitive.