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745499

Sigma-Aldrich

Zinc trifluoroethanesulfinate

Synonym(s):

Baran TFES Reagent, Baran Trifluoroethylation Reagent, Bis(((2,2,2-trifluoroethyl)sulfinyl)oxy)zinc, TFES

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About This Item

Empirical Formula (Hill Notation):
C4H4F6O4S2Zn
CAS Number:
1416821-53-8
Molecular Weight:
359.58
MDL number:
MFCD24386391
UNSPSC Code:
12352103
PubChem Substance ID:
329764985
NACRES:
NA.22

form

solid

reaction suitability

reaction type: C-C Bond Formation
reagent type: catalyst
reaction type: C-H Activation

mp

114-120 °C

functional group

fluoro
sulfinic acid

SMILES string

O=S(O[Zn]OS(CC(F)(F)F)=O)CC(F)(F)F

InChI

1S/2C2H3F3O2S.Zn/c2*3-2(4,5)1-8(6)7;/h2*1H2,(H,6,7);/q;;+2/p-2

InChI key

PUGHSSOALZPRJD-UHFFFAOYSA-L

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General description

Zinc trifluoroethanesulfinate (TFES) is part of a zinc sulfinate toolbox developed by Phil Baran for the simple and rapid diversification of heterocycles.

Practical and Innate Carbon-Hydrogen Functionalization of Heterocycles

Learn More at the Professor and Product Portal of Professor Phil S. Baran.

Linkage

Frequently Asked Questions are available for this Product.

Other Notes

Previously sold under product number L511234

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCL9596
MKCG0807
MKBT0252V
MKBP8781V

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Fionn O'Hara et al.
Journal of the American Chemical Society, 135(32), 12122-12134 (2013-07-19)
Radical addition processes can be ideally suited for the direct functionalization of heteroaromatic bases, yet these processes are only sparsely used due to the perception of poor or unreliable control of regiochemistry. A systematic investigation of factors affecting the regiochemistry
Yuta Fujiwara et al.
Nature, 492(7427), 95-99 (2012-12-04)
Nitrogen-rich heterocyclic compounds have had a profound effect on human health because these chemical motifs are found in a large number of drugs used to combat a broad range of diseases and pathophysiological conditions. Advances in transition-metal-mediated cross-coupling have simplified

Articles

Baran Diversinates™

The synthesis of heteroaromatic and aromatic compounds is at the heart of the chemical industry. The ever-growing demand for new chemical entities, coupled with dwindling resources and time constraints allotted to any given research project, a rapid way to diversify (hetero)aromatic scaffolds is needed.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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