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Merck
CN

901243

Sigma-Aldrich

4-(Acetylamino)phenyl]imidodisulfuryl difluoride

≥98%

Synonym(s):

(4-Acetamidophenyl)(fluorosulfonyl)sulfamoyl fluoride, AISF

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1 G
¥1,199.95
5 G
¥3,526.49
25 G
¥12,694.34

¥1,199.95


Available to ship on2025年4月11日Details


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1 G
¥1,199.95
5 G
¥3,526.49
25 G
¥12,694.34

About This Item

Empirical Formula (Hill Notation):
C8H8F2N2O5S2
CAS Number:
Molecular Weight:
314.29
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.22

¥1,199.95


Available to ship on2025年4月11日Details


Request a Bulk Order

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

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Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

form

powder or crystals

form

granular

form

flakes

form

solid

mp

146-149 °C

mp

-

mp

126 °C

mp

45-49 °C

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.

related product

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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

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ASIF provides bench-stable alternative to sulfuryl fluoride gas for installing SO2F functional group in organic synthesis.

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