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Merck
CN

745499

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
NACRES:
NA.22
PubChem Substance ID:
329764985
UNSPSC Code:
12352103
MDL number:
MFCD24386391
Form:
solid

Key Documents

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InChI key

PUGHSSOALZPRJD-UHFFFAOYSA-L

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

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

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.

Other Notes

Frequently Asked Questions are available for this Product.
Previously sold under product number L511234

Storage Class

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
0000130139
0000130140
0000107039
MKCL9596
MKCG0807

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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™

Rapidly diversify (hetero)aromatic scaffolds for chemical industry needs amid resource and time constraints, ensuring efficiency.

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