Thallium(III) trifluoroacetate

Thallium(III) trifluoroacetate
Names
	Other names TTFA
Identifiers
CAS Number	23586-53-0;
3D model (JSmol)	Interactive image;
ChemSpider	81432;
ECHA InfoCard	100.041.586
EC Number	245-761-1;
PubChem CID	90200;
CompTox Dashboard (EPA)	DTXSID9066912 ;
	InChI InChI=1S/3C2HF3O2.Tl/c33-2(4,5)1(6)7;/h3(H,6,7);/q;;;+3/p-3 Key: PSHNNUKOUQCMSG-UHFFFAOYSA-K;
	SMILES C(=O)(C(F)(F)F)[O-].C(=O)(C(F)(F)F)[O-].C(=O)(C(F)(F)F)[O-].[Tl+3];
Properties
Chemical formula	C6F9O6Tl
Molar mass	543.43 g·mol−1
Appearance	white solid
Melting point	100 °C (212 °F; 373 K) decomp
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H300, H330, H373, H411
Precautionary statements	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). Infobox references

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

^ "Thallium(III) trifluoroacetate". pubchem.ncbi.nlm.nih.gov.
^ 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.

[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.

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