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
• functional group: fluoro; sulfinic acid
• 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.[1]

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
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: 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: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable