319732
Perfluoro-1-butanesulfonyl fluoride
96%
Synonym(s):
NfF, Nonafluorobutanesulfonyl fluoride
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About This Item
Linear Formula:
CF3(CF2)3SO2F
CAS Number:
Molecular Weight:
302.09
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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.)
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.
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Product No.
Description
Pricing
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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)
Hydrierende Spaltung phenolischer und enolischer Perfluoroalkansulfonate.
Subramanian L R, et al.
Synthesis, 1984(06), 481-485 (1984)
Palladium-catalyzed amination of aryl nonaflates.
Anderson KW, et al.
The Journal of Organic Chemistry, 68(25), 9563-9573 (2003)
Facile synthesis of trifluoro-and hexafluoroisopropyl halides.
Hanack M and Ullmann J
The Journal of Organic Chemistry, 54(6), 1432-1435 (1989)
Uber Perfluoralkansulfonsaurearylester.
Niederprum H, et al.
European Journal of Organic Chemistry, 1973(1), 20-32 (1973)
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