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Trifluoromethanesulfonamide

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Trifluoromethanesulfonamide Basic information
Reaction
Product Name:Trifluoromethanesulfonamide
Synonyms:Trifluoromethanesulfonamide,96%;trifluoromethylsulfonamide;Trifluoromethanesulphonamide 98%;Trifluoromethanesulphonamide98%;Trifluoromethanesulphonamide, tech. 96%;Trifluoromethanesulfonimidic acid;TrifluoroMethanesulfonaMide 95%;TRIFLAMIDE
CAS:421-85-2
MF:CH2F3NO2S
MW:149.09
EINECS:431-270-1
Product Categories:Pyridines;Bioactive Small Molecules;Building Blocks;Cell Biology;Chemical Synthesis;Organic Building Blocks;Sulfur Compounds;T;Organic Building Blocks;Sulfonamides/Sulfinamides;Sulfur Compounds
Mol File:421-85-2.mol
Trifluoromethanesulfonamide Structure
Trifluoromethanesulfonamide Chemical Properties
Melting point 120-124 °C(lit.)
Boiling point 164.6±45.0 °C(Predicted)
density 1.730±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka6.37±0.60(Predicted)
color Off-White
Water Solubility Soluble in water.
BRN 1812099
InChIInChI=1S/CH2F3NO2S/c2-1(3,4)8(5,6)7/h(H2,5,6,7)
InChIKeyKAKQVSNHTBLJCH-UHFFFAOYSA-N
SMILESC(F)(F)(F)S(N)(=O)=O
CAS DataBase Reference421-85-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 26
WGK Germany 3
Hazard Note Harmful
HS Code 29350090
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
Trifluoromethanesulfonamide Usage And Synthesis
ReactionTrifluoromethanesulfonamide can react with paraformaldehyde in sulfuric acid to give open chain and cyclic condensation products, or in ethyl acetate to give oxy-methylated products.
Chemical PropertiesWhite to off-white solid
UsesTrifluoromethanesulfonamide is used as an intermediate in synthetic chemistry. It is used in the preparation of specific inhibitors of mammalian secreted phospholipases A2. It is also involved in the synthesis of ecicosanoids.
ApplicationIt is known that benzylamine-type trifluoromethanesulfonamide derivatives such as N-benzyltrifluoromethanesulfonamide and the like and trifluoromethanesulfonamide derivatives having a condensed heterocyclic ring structure have herbicidal activity so that they are used as a herbicide.
Synthesis15.39 trifluoromethanesulfonyl chloride dissolved in 103 g of anhydrous isopropyl ether is charged to a reactor. The medium is cooled to 5 °C. and the ammonia is added slowly over 2 hours. After 5 hours of stirring at 5° C., 24.8 g of water are added to dissolve the salts. The medium is then acidified by adding 20.7 g of a 36% aqueous hydrochloric acid solution.   
After a further addition of 13 g of water, the phases are separated. The aqueous phase is washed with 50 g of isopropyl ether. The organic phases are combined and the solvent is removed under reduced pressure.
10.15 g of a white solid of trifluoromethanesulfonamide are thus obtained.
Trifluoromethanesulfonamide Preparation Products And Raw materials
Preparation ProductsMethanesulfonamide, N,N-diethyl-1,1,1-trifluoro-
Tag:Trifluoromethanesulfonamide(421-85-2) Related Product Information
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