719439

XtalFluor-E^®

• Synonym(s): DAST difluorosulfinium salt, (Diethylamino)difluorosulfonium tetrafluoroborate, N,N-Diethyl-S,S-difluorosulfiliminium tetrafluoroborate, N,N-Diethylamino-S,S-difluorosulfinium tetrafluoroborate, N-(Difluoro-λ₄-sulfanylidene)-N-ethyl-ethanaminium tetrafluoroborate
• Empirical Formula (Hill Notation): C₄H₁₀BF₆NS
• CAS Number: 63517-29-3
• Molecular Weight: 229.00
• MDL number: MFCD15144877
• UNSPSC Code: 12352101
• PubChem Substance ID: 329763649
• NACRES: NA.22

Properties

• form: solid
• Quality Level: 100
• mp: 84-87 °C
• functional group: amine
• storage temp.: −20°C
• SMILES string: F[B-](F)(F)F.CC\[N+](CC)=S(\F)F
• InChI: 1S/C4H10F2NS.BF4/c1-3-7(4-2)8(5)6;2-1(3,4)5/h3-4H2,1-2H3;/q+1;-1
• InChI key: YLNKFQWRRIXZPJ-UHFFFAOYSA-N

Description

General description

XtalFluor-E^® is widely used in formylation, ring expansion, proto-functionalization, cyclodehydration, and dehydration.

Application

Convenient crystalline highly chemoselective deoxofluorination reagent with a broad substrate scope

Deoxofluorination reagent with a better safety profile, that doesn′t generate corrosive HF which makes it suitable for use in standard borosilicate vessels, and does not react violently with water

Reactant for:

• Preparation of fluorodisaccharides

Triisopropylsilanethiol was recently reported by MacMillian and coworkers to be used as an organocatalyst, in tandem with Ir(III) specifically Aldrich product 688096, in photoredox catalysis. This approach directly couples a cyano-containing arene with an allylic sp³ C-H bond.

Other Notes

The direct arylation of allylic sp³ C–H bonds via organic and photoredox catalysis

Legal Information

XtalFluor-E is a registered trademark of OmegaChem, Inc.

Safety Information

• Pictograms: GHS06,GHS05
• Signal Word: Danger
• Hazard Statements: H301 + H311 + H331,H314
• Precautionary Statements: P260 - P271 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B
• Supplementary Hazards: EUH014
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable