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Merck
CN

745405

Sodium 1,1-difluoroethanesulfinate

Synonym(s):

Baran DFES Reagent, Baran Difluoroethylation Reagent, DFES-Na Reagent, Sodium 1,1-difluoroethylsulfinate

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About This Item

Empirical Formula (Hill Notation):
C2H3F2NaO2S
CAS Number:
1422738-67-7
Molecular Weight:
152.10
NACRES:
NA.22
PubChem Substance ID:
329764978
UNSPSC Code:
12352001
MDL number:
MFCD23704444
Form:
solid

Key Documents

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InChI key

YAUVUSSCQUHHFC-UHFFFAOYSA-M

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

form

solid

reaction suitability

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

mp

>300 °C

functional group

fluoro
sulfinic acid

Quality Level

100

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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.
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Other Notes

Frequently Asked Questions are available for this Product.
Previously sold under product number L511404

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

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
MKCS5808
MKCG5594
MKBV1414V
MKBZ7759V
MKBZ7216V

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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

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Baran Diversinates™

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

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