745405

Sigma-Aldrich

Sodium 1,1-difluoroethanesulfinate

Synonym(s):
Baran DFES Reagent, DFES-Na Reagent, Baran Difluoroethylation Reagent, Sodium 1,1-difluoroethylsulfinate
Empirical Formula (Hill Notation):
C2H3F2NaO2S
CAS Number:
Molecular Weight:
152.10
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

reaction suitability

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

reagent type: diversification reagent

Quality Level

mp

>300 °C

SMILES string

[Na+].CC(F)(F)S([O-])=O

InChI

1S/C2H4F2O2S.Na/c1-2(3,4)7(5)6;/h1H3,(H,5,6);/q;+1/p-1

InChI key

YAUVUSSCQUHHFC-UHFFFAOYSA-M

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Application

DFES-Na provides a direct approach to fluorinated heteroarylether bioisosteres by appending a 1,1-difluoroethyl group operationally simple and robust protocol. This reagent was developed by the Baran Group and is one of several reagents for the direct alkylation of heterocycles.

Learn More at the
Professor and Product Portal of Professor Phil S. Baran.
Baran Diversinates(TM) Lead Diversification and Metabolism Prediction Flyer

Packaging

1, 10 g in poly bottle

Linkage

Frequently Asked Questions are available for this Product.

Other Notes

Previously sold under product number L511404

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Direct synthesis of fluorinated heteroarylether bioisosteres.
Qianghui Zhou et al.
Angewandte Chemie (International ed. in English), 52(14), 3949-3952 (2013-03-06)
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...
Articles
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.
Read More

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