901243
4-(Acetylamino)phenyl]imidodisulfuryl difluoride
≥98%
Synonym(s):
(4-Acetamidophenyl)(fluorosulfonyl)sulfamoyl fluoride, AISF
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About This Item
Empirical Formula (Hill Notation):
C8H8F2N2O5S2
CAS Number:
Molecular Weight:
314.29
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.22
Assay:
≥98%
Form:
powder or crystals
Quality Level
assay
≥98%
form
powder or crystals
mp
146-149 °C
functional group
amide
SMILES string
F[S](=O)(=O)N([S](=O)(=O)F)c1ccc(cc1)NC(=O)C
InChI key
SMMIWAIOWMUFCR-UHFFFAOYSA-N
Application
4-(Acetylamino)phenyl]imidodisulfuryl difluoride (AISF) is a shelf-stable, crystalline reagent for synthesis of fluorosulfates and sulfamoyl fluorides via reaction with phenol and amine nucleophiles. A convenient alternative to the toxic sulfuryl fluoride gas traditionally required for installation of the valuable -SO2F functional group, the solid reagent AISF will find wide utility in preparation of synthetic precursors as well as chemical biology, polymer chemistry, cross-coupling, and deoxyfluorination applications.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Articles
ASIF provides bench-stable alternative to sulfuryl fluoride gas for installing SO2F functional group in organic synthesis.
Hua Zhou et al.
Organic letters, 20(3), 812-815 (2018-01-13)
The design, synthesis, and application of [4-(acetylamino)phenyl]imidodisulfuryl difluoride (AISF), a shelf-stable, crystalline reagent for the synthesis of sulfur(VI) fluorides, is described. The utility of AISF is demonstrated in the synthesis of a diverse array of aryl fluorosulfates and sulfamoyl fluorides
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 901243-1G | 04061835508136 |
| 901243-5G | 04061835508143 |