ChemicalBook CAS DataBase List 82113-65-3

82113-65-3

Name	TRIFLUOROMETHANESULFONIMIDE
CAS	82113-65-3
EINECS(EC#)	214-152-2
Molecular Formula	C2HF6NO4S2
MDL Number	MFCD00214154
Molecular Weight	281.15
MOL File	82113-65-3.mol

Synonyms

1,1,1-TRIFLUORO-N-[(TRIFLUOROMETHYL)SULFONYL]METHANESULFONAMIDE BIS(TRIFLUOROMETHANE)SULFONAMIDE BISTRIFLUOROMETHANESULFONIMIDE BIS(TRIFLUOROMETHANESULFONYL)AMINE Bis(trifluoromethanesulfonyl)imide BIS(TRIFLUOROMETHYLSULFONYL)AMINE N,N-BIS(TRIFLUOROMETHANESULFONYL)IMIDE N,N-BIS(TRIFLUOROMETHANESULFONYL)IMIDE ACID N,N-BIS(TRIFLUOROMETHYLSULPHONYL)AMINE TRIFLUOROMETHANESULFONIMIDE bistrifluoromethanesulfonimidesol. Trifluoromethansulfonimide bis(Trifluoromethanesulphonyl)imide BISTRIFLUOROMETHANESULFONIMIDE SOL., ~0. 5 M IN DICHLOROM. N,N-Bis(trifluoromethylsulfonyl)amine bis(trifluoromethane)sulfonimide solution Methanesulfonamide, 1,1,1-trifluoro-N-((trifluoromethyl)sulfonyl)- N,N-Bis-(trifluoromethylsulfonyl)-imide TRIFLUOROMETHANSULFONAMIDE Bis(trifluoromethanesulfonyl)amine, Bis(trifluoromethylsulfonyl)amine

Chemical Properties

Appearance	light yellow to brown liquid
Melting point	52-56 °C
Boiling point	90-91 °C(lit.)
density	1.36
storage temp.	2-8°C
solubility	800g/l Risk of violent reaction.
form	Crystals
pka	-10.42±0.40(Predicted)
color	Colorless to brownish
PH	0.8 (100g/l, H2O, 20℃)Risk of violent reaction.
Stability:	Stable. Incompatible with strong oxidizing agents. Reacts violently with water.
BRN	4754101
InChI	1S/C2HF6NO4S2/c3-1(4,5)14(10,11)9-15(12,13)2(6,7)8/h9H
InChIKey	ZXMGHDIOOHOAAE-UHFFFAOYSA-N
SMILES	FC(F)(F)S(=O)(=O)NS(=O)(=O)C(F)(F)F
LogP	-0.771 at 25.5℃ and pH6.7
CAS DataBase Reference	82113-65-3(CAS DataBase Reference)
EPA Substance Registry System	Methanesulfonamide, 1,1,1-trifluoro-N-[(trifluoromethyl)sulfonyl]- (82113-65-3)

Safety Data

Symbol(GHS)	GHS05,GHS06
Signal word	Danger
Hazard statements	H301-H318-H412
Precautionary statements	P273-P280-P301+P310+P330-P305+P351+P338+P310
Hazard Codes	C
Risk Statements	R34:Causes burns. R40:Limited evidence of a carcinogenic effect. R14:Reacts violently with water. less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . less more
RIDADR	UN 3265 8/PG 2
WGK Germany	3
F	3-10-21
Hazard Note	Corrosive
TSCA	TSCA listed
REACH Registrations	Inactive
HazardClass	8
PackingGroup	I
HS Code	29350090
Storage Class	6.1D - Non-combustible acute toxic Cat.3 toxic hazardous materials or hazardous materials causing chronic effects
Hazard Classifications	Acute Tox. 3 Oral Aquatic Chronic 3 Eye Dam. 1

Raw materials And Preparation Products

Hazard Information

Chemical Properties

light yellow to brown liquid

Uses

Trifluoromethanesulfonimide is a strong acid, used in the preparation of highly efficient Lewis acid catalysts.

Application

Trifluoromethanesulfonimide may be used in the following studies:
As catalyst during the polymerization of octamethylcyclotetrasiloxane in the presence of hexamethyldisiloxane.
As efficient catalyst in the synthesis of various non-reducing disaccharides, via ketopyranosylation of 2,3,4,6-tetra-O-benzyl-1-C-methyl-D-hexopyranoses.
Starting material for preparing the N-fluoro derivative, a reactive fluorinating agent.
As a component of solid polymer electrolytes.

General Description

Bis(trifluoromethane)sulfonimide (TFSI, Tf₂N) is utilized as anion species to form 1-ethyl-3-methylimidazolium molten salts. It undergoes acid-base complexation with rod-like poly(2,5-pyridine) to afford highly-ordered lamellar self-assemblies in the hydrated films.

Synthesis

Lithium bis(trifluoromethanesulphonyl)imide

90076-65-6

82113-65-3

The general procedure for the synthesis of lithium bis(trifluoromethanesulfonyl)imide (HTf2N) from lithium bis(trifluoromethanesulfonyl)imide (LiTf2N) is as follows: LiTf2N is dissolved in concentrated sulfuric acid, followed by sublimation at 70 °C under reduced pressure (10^-3 mbar) to give the HTf2N crude product. This crude product can be further purified. The yield was 90%. The NMR hydrogen spectrum (1H-NMR, D2O) of the product showed: δ 4.77 (s, 1H); the NMR fluorine spectrum (19F-NMR, D2O) showed: δ -79.16 (s, 6F); and the NMR carbon spectrum (13C{19F}NMR, D2O) showed: δ 119.27 (s, 2C).

References

[1] Journal fuer Praktische Chemie/Chemiker-Zeitung, 1998, vol. 340, # 6, p. 506 - 512
[2] Physical Chemistry Chemical Physics, 2011, vol. 13, # 2, p. 725 - 731
[3] Journal of Fluorine Chemistry, 2007, vol. 128, # 10, p. 1326 - 1334
[4] Chemistry - A European Journal, 2010, vol. 16, # 11, p. 3355 - 3365
[5] Journal of Molecular Liquids, 2014, vol. 192, p. 191 - 198

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