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767840

Sigma-Aldrich

Zinc difluoromethanesulfinate

95%

Synonym(s):
Bis(((difluoromethyl)sulfinyl)oxy)zinc, DFMS, 1,1-difluoro-methanesulfinic acid zinc salt (2:1), Baran difluoromethylation reagent
Empirical Formula (Hill Notation):
C2H2F4O4S2Zn
CAS Number:
Molecular Weight:
295.55
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

form

solid

reaction suitability

reaction type: Fluorinations
reagent type: catalyst
reaction type: C-H Activation

reagent type: diversification reagent

storage temp.

2-8°C

SMILES string

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

InChI

1S/2CH2F2O2S.Zn/c2*2-1(3)6(4)5;/h2*1H,(H,4,5);/q;;+2/p-2

InChI key

UGEYAPVLXKEKMP-UHFFFAOYSA-L

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General description

Material is complexed with up to 1 equivalent of ZnCl2
Zinc difluoromethanesulfinate is a reagent widely used to incorporate difluoromethyl functionality onto biologically significant structural motifs. It is used to difluoromethylate compounds such as heteroarenes, thiols, enones, and α, β‐unsaturated carboxylic acids.

Application

Zinc difluoromethanesulfinate (DFMS) 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

DFMS is a new reagent for direct difluoromethylation of organic substrates via a radical process. This mild, operationally simple, chemoselective, and scalable difluoromethylation method is compatible with a range of nitrogen-containing heteroarene substrates of varying complexity as well as select classes of conjugated p−systems and thiols.†

A New Reagent for Direct Difluoromethylation

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

Packaging

1, 10, 100 g in glass bottle

Linkage

Frequently Asked Questions are available for this Product.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - 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

Certificate of Analysis

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Certificate of Origin

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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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