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771406

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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$61.10
10 G
$382.20

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1 G
$61.10
10 G
$382.20

About This Item

Empirical Formula (Hill Notation):
C2F6O4S2Zn
CAS Number:
39971-65-8
Molecular Weight:
331.53
MDL number:
MFCD25978123
UNSPSC Code:
12352103
NACRES:
NA.22
form:
solid

$61.10

In StockDetails

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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

InChI

1S/2CHF3O2S.Zn/c2*2-1(3,4)7(5)6;/h2*(H,5,6);/q;;+2/p-2

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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.[1]

Practical and Innate Carbon-Hydrogen Functionalization of Heterocycles

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

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CorrosionExclamation mark
GHS05,GHS07

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Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP8736
MKCR0035
MKCM2661
MKCJ5620
MKCF4015

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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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