319732
Perfluoro-1-butanesulfonyl fluoride
96%
Synonym(s):
NfF, Nonafluorobutanesulfonyl fluoride
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25 G
$102.00
100 G
$200.00
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.)
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).[1][2] Nonaflates can be used as electrophiles in several palladium-catalyzed cross coupling reactions[3][4] and in Buchwald-Hartwig amination.[5]
NfF can also be used to prepare aryl nonaflates by reacting with corresponding aryloxysilanes in the presence of fluoride ion.[6]
NfF can also be used to prepare aryl nonaflates by reacting with corresponding aryloxysilanes in the presence of fluoride ion.[6]
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Description
Pricing
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Faceshields, Gloves, Goggles
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Customers Also Viewed
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)
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)
A general method for palladium-catalyzed reactions of primary sulfonamides with aryl nonaflates.
Shekhar S, et al.
The Journal of Organic Chemistry, 76(11), 4552-4563 (2011)
Uber Perfluoralkansulfonsaurearylester.
Niederprum H, et al.
European Journal of Organic Chemistry, 1973(1), 20-32 (1973)
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