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Key Documents

319732

Sigma-Aldrich

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

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.

Pictograms

Corrosion

Signal Word

Danger

Hazard 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

Certificates of Analysis (COA)

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