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About This Item
Linear Formula:
CF3(CF2)3SO2F
CAS Number:
Molecular Weight:
302.09
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
206-792-6
MDL number:
Assay:
96%
Form:
liquid
assay
96%
form
liquid
reaction suitability
reaction type: click chemistry
refractive index
n20/D 1.3 (lit.)
bp
64 °C (lit.)
density
1.682 g/mL at 25 °C (lit.)
functional group
fluoro
SMILES string
FC(F)(F)C(F)(F)C(F)(F)C(F)(F)S(F)(=O)=O
InChI
1S/C4F10O2S/c5-1(6,3(9,10)11)2(7,8)4(12,13)17(14,15)16
InChI key
LUYQYZLEHLTPBH-UHFFFAOYSA-N
Application
Perfluoro-1-butanesulfonyl fluoride (NfF) reacts with alcohols, including phenols, to yield nonafluorobutanesulfonate esters (nonaflates). Nonaflates can be used as electrophiles in several palladium-catalyzed cross coupling reactions and in Buchwald-Hartwig amination.
NfF can also be used to prepare aryl nonaflates by reacting with corresponding aryloxysilanes in the presence of fluoride ion.
NfF can also be used to prepare aryl nonaflates by reacting with corresponding aryloxysilanes in the presence of fluoride ion.
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Faceshields, Gloves, Goggles
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Hydrierende Spaltung phenolischer und enolischer Perfluoroalkansulfonate.
Subramanian L R, et al.
Synthesis, 1984(06), 481-485 (1984)
Synthesis of polysubstituted olefins by Pd-catalyzed cross-coupling reaction of tosylhydrazones and aryl nonaflates.
Barluenga J, et al.
Organic Letters, 13(3), 510-513 (2010)
Facile synthesis of trifluoro-and hexafluoroisopropyl halides.
Hanack M and Ullmann J
The Journal of Organic Chemistry, 54(6), 1432-1435 (1989)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 319732-25G | 04061826694763 |
| 319732-100G | 04061837804014 |