Thallium(III) trifluoroacetate

Thallium(III) trifluoroacetate
Names
Other names
TTFA
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.041.586 Edit this at Wikidata
EC Number
  • 245-761-1
  • InChI=1S/3C2HF3O2.Tl/c3*3-2(4,5)1(6)7;/h3*(H,6,7);/q;;;+3/p-3
    Key: PSHNNUKOUQCMSG-UHFFFAOYSA-K
  • C(=O)(C(F)(F)F)[O-].C(=O)(C(F)(F)F)[O-].C(=O)(C(F)(F)F)[O-].[Tl+3]
Properties
C6F9O6Tl
Molar mass 543.43 g·mol−1
Appearance white solid
Melting point 100 °C (212 °F; 373 K) decomp
Hazards
GHS labelling:[1]
GHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
Danger
H300, H330, H373, H411
P260, P264, P270, P271, P273, P284, P301+P316, P304+P340, P316, P319, P320, P321, P330, P391, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Thallium(III) trifluoroacetate (TTFA) is the chemical compound with the formula Tl(O2CCF3)3. It is used as a reagent in the synthesis of some organic compounds for research purposes. Thallium is too toxic to be directly useful in medicinal chemistry. The compound has not been characterized by X-ray crystallography, so the representation shown above is probably simplified.

TTFA reacts directly with arenes to afford organothallium(III) derivatives. It is also used to difunctionalize alkenes. For example, alcohol solutions of this reagent convert simple alkenes to glycol derivatives.[2]

References

[edit]
  1. ^ "Thallium(III) trifluoroacetate". pubchem.ncbi.nlm.nih.gov.
  2. ^ Sibi, Mukund P.; Carpenter, Nancy E. (2001). "Thallium(III) Trifluoroacetate". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rt089. ISBN 0-471-93623-5.