148716-83-0

Usage

Chemical class

Perfluorinated sulfonamide compound

Structure

Contains two tetrafluoro-iodoethoxy groups attached to a central ethane backbone

Use

Intermediate in the production of various fluorinated compounds

Application

Primarily used in the manufacturing of specialty chemicals and materials

Known for

High thermal and chemical stability

Environmental concern

Potential environmental pollutant due to its perfluorinated nature

Monitoring

Being closely monitored for its potential impact on human health and the environment

Upstream product

• 96-09-3 styrene oxide 
• 135705-81-6 ICF₂CF₂OCF₂CF₂SO₂N=S=O 
• 462-06-6 fluorobenzene 
• 144951-87-1 1,1,2,2-tetrafluoro-2-(1,1,2,2-tetrafluoro-2-iodoethoxy)-ethanesulfonyl azide 
• 108-86-1 bromobenzene 
• 106-42-3 para-xylene 
• 101-81-5 Diphenylmethane 
• 100-66-3 methoxybenzene 
• 108-90-7 chlorobenzene 
• 108-88-3 toluene 
• 98-95-3 nitrobenzene 
• 98-46-4 3-trifluoromethylnitrobenzene 
• 3681-79-6 15N-nitrobenzene 
• 99-99-0 1-methyl-4-nitrobenzene 

Downstream Products

• 144951-90-6 1,1,2,2-tetrafluoro-2-(1,1,2,2-tetrafluoroethoxy)-ethanesulfonyl amide 

Relevant academic research and scientific papers

Studies on the reactions of fluoroalkanesulfonyl azide with aromatic compounds

The thermal decomposition reactions of fluoroalkanesulfonyl azides R fSO2N3 (1) in the presence of various substituted benzene XnC6H6-n [X: CH3 (n=1, 2, 4, 6), OCH3 (n

Unexpected formation of N-fluoroalkaneacyl anilides from the reactions of fluoroalkanesulfonyl azides with nitrobenzene and its derivatives

The thermal reactions of fluoroalkanesulfonyl azides RfCF 2SO2N3 1 with nitrobenzene and its derivatives XC6H4NO2 (X=H, F, Cl, CF3) gave the unexpected N-fluoroalkanea

Reactions of N-sulfinylfluoroalkanesulfonylamides with alkene oxides

Reactions of N-sulfinylfluoroalkanesulfonylamides, RfSO2NSO (1), with alkene oxides 2 at room temperature gave the cyclo condensation products 2-oxa-3-fluoroalkanesulfonyl-1,2,3-oxathiazolidines, RfSO2NCH(R)CH2OS(O) (3). When R was phenyl, the compound decomposed at 160 °C to give N-fluoroalkanesulfonylaziridine, R1SO2NCH2CH(C6H5), with elimination of SO2. Acidic hydrolysis of 3c [Rf=I(CF2) 2O(CF2)2, R=Ph] gave RfSO2NHCH(Ph)CH2OH (5) which was identified by X-ray diffraction analysis.

Synthesis and Reactions of Fluoroalkanesulfonyl Azides and N,N-Dichlorofluoroalkanessulfonamides

Thermolysis or photolysis of fluoroalkanesulfonyl azides RFSO2N3 afforded the corresponding nitrene intermediates RFSo2N which reacted readily with alkanes, alkenes, benzene, dimethyl sulfide, dimethyl sulfoxide, pyridine and triphenylphosphine to give insertion or addition products.Similar results were obtained by the reactions of N,N-dichlorofluoroalkanesulfonamides, RFSO2NCl2, with the same reagents in the presence of zinc powder.Treatment of RFSO2NCl2 with alkene in the absence of zinc powder gave only a 1:1 adduct via a free-radical intermediate RfSO2NCl.