Nonafluorobutanesulfonyl fluoride

Nonafluorobutanesulfonyl fluoride
  • CAS No.:375-72-4
Other grades of this product :
Nonafluorobutane Sulfonyl fluoride Basic information
Product Name:Nonafluorobutane Sulfonyl fluoride
Synonyms:Nonafluorobutanesulfonyl fluoride, 90+%;FC-4;Nonafluorobutanesulphonyl fluoride, tech. 90%;1,1,2,2,3,3,4,4,4-Nonafluorobutane-1-sulfonyl fluoride;1,1,2,2,3,3,4,4,4-Nonafluorobutane-1-sulfonic acid fluoride;Nonafluoro-1-butanesulfonic acid fluoride;Nonafluorobutane-1-sulfonyl fluoride;Perfluoro-1-butanesulfonyl fluoride,92%
CAS:375-72-4
MF:C4F10O2S
MW:302.09
EINECS:206-792-6
Product Categories:Fine chemical;Organic Building Blocks;Fluorous Chemistry;Fluorous Compounds;Sulfonyl Halides;Sulfur Compounds;Synthetic Organic Chemistry;bc0001
Mol File:375-72-4.mol
Nonafluorobutane Sulfonyl fluoride Chemical Properties
Melting point -110°C
Boiling point 64 °C (lit.)
density 1.682 g/mL at 25 °C (lit.)
vapor pressure 16.665kPa at 20℃
refractive index n20/D 1.3(lit.)
Fp 65-66°C
storage temp. Keep in dark place,Sealed in dry,Store in freezer, under -20°C
form Liquid
color Colorless to yellow
Specific Gravity1.682
Water Solubility Hydrolyses in water.
Sensitive Moisture Sensitive
BRN 1813589
InChIKeyLUYQYZLEHLTPBH-UHFFFAOYSA-N
CAS DataBase Reference375-72-4(CAS DataBase Reference)
NIST Chemistry ReferenceNonafluorobutanesulfonyl fluoride(375-72-4)
EPA Substance Registry System1-Butanesulfonyl fluoride, 1,1,2,2,3,3,4,4,4-nonafluoro- (375-72-4)
Safety Information
Hazard Codes C
Risk Statements 34
Safety Statements 26-36/37/39-45-25
RIDADR UN 3265 8/PG 2
WGK Germany 3
10-21
Hazard Note Corrosive
TSCA Yes
HazardClass 8
PackingGroup II
HS Code 29049090
MSDS Information
ProviderLanguage
Nonafluorobutanesulfonyl fluoride English
SigmaAldrich English
ACROS English
ALFA English
Nonafluorobutane Sulfonyl fluoride Usage And Synthesis
Description1,1,2,2,3,3,4,4,4-Nonafluorobutane-1-sulfonyl fluoride (NfF) also called Nonafluorobutanesulfonyl fluoride is a versatile compound in organic synthesis. It can be used as a fluoride source for the nucleophilic introduction of fluorine, but it is also frequently applied as sulfonylation reagent generating intermediates with strong electron withdrawing perfluorinated alkyl substituents.
Chemical PropertiesCLEAR COLORLESS LIQUID
UsesBenzynes were generated from o-(trimethylsilyl) phenols using nonafluorobutanesulfonyl fluoride (NfF) by a domino process.Nonafluorobutanesulfonyl fluoride (nonaflyl fluoride, C 4 F 9 SO 2 F, NfF) is the most widely used commercially available reagent for the synthesis of nonaflates.
ApplicationPerfluoro-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.
SynthesisNfF(Nonafluorobutanesulfonyl fluoride) is produced on industrial scale by anodic fluorination of sulfolene (1, Scheme 1),3 therefore it is a fairly cheap reagent and commercially available from several suppliers. The compound is bench-stable and storable for years, nontoxic and easy to handle.
Nonafluorobutane Sulfonyl fluoride Preparation Products And Raw materials
Raw materialsN-BUTANESULFONYL FLUORIDE-->NONAFLUORO-1-BUTANESULFONYL CHLORIDE-->Sulfolane-->1-Butanesulfonyl chloride
Preparation ProductsDIMETHYLDIFLUOROSILANE-->Perfluoro-1-octanesulfonyl fluoride

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