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Sigma-Aldrich

Zinc trifluoromethanesulfinate

Synonym(s):

1,1,1-Trifluoro-methanesulfinic acid zinc salt (2:1), Baran trifluoromethylation reagent, Bis(((trifluoromethyl)sulfinyl)oxy)zinc, TFMS

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About This Item

Empirical Formula (Hill Notation):
C2F6O4S2Zn
CAS Number:
39971-65-8
Molecular Weight:
331.53
UNSPSC Code:
12352103
NACRES:
NA.22

form

solid

Quality Level

100

reaction suitability

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

mp

151-157 °C

storage temp.

2-8°C

SMILES string

FC(F)(F)S(=O)O[Zn]OS(=O)C(F)(F)F

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Application

Zinc trifluoromethanesulfinate (TFMS) 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.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315,H318,H335

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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

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