767840

Zinc difluoromethanesulfinate

95%

• Synonym(s): Bis(((difluoromethyl)sulfinyl)oxy)zinc, 1,1-difluoro-methanesulfinic acid zinc salt (2:1), Baran difluoromethylation reagent, DFMS
• Empirical Formula (Hill Notation): C₂H₂F₄O₄S₂Zn
• CAS Number: 1355729-38-2
• Molecular Weight: 295.55
• MDL number: MFCD23134675
• UNSPSC Code: 12352103
• PubChem Substance ID: 329767342
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 95%
• 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
• 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

Description

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.

Linkage

Frequently Asked Questions are available for this Product.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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