1,1,1-trifluoro-N-trifluoromethanesulfonylmethanesulfonamide

• ChemBase ID: 93279
• Molecular Formular: C2HF6NO4S2
• Molecular Mass: 281.1540592
• Monoisotopic Mass: 280.92511884
• SMILES: FC(S(=O)(=O)NS(=O)(=O)C(F)(F)F)(F)F
• Canonical SMILES: FC(S(=O)(=O)NS(=O)(=O)C(F)(F)F)(F)F
• InChI: InChI=1S/C2HF6NO4S2/c3-1(4,5)14(10,11)9-15(12,13)2(6,7)8/h9H
• InChIKey: ZXMGHDIOOHOAAE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,1,1-trifluoro-N-trifluoromethanesulfonylmethanesulfonamide
• IUPAC Traditional name: 1,1,1-trifluoro-N-trifluoromethanesulfonylmethanesulfonamide
• Synonyms: 1,1,1-Trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide; Bis[(trifluoromethyl)sulphonyl]amine; Bis(trifluoromethanesulfonyl)amine; Trifluoromethanesulfonimide; Bis(trifluoromethane)sulfonimide; Bis(trifluoromethylsulfonyl)amine; Bis(trifluoromethane)sulfonimide solution; 双三氟甲基磺酰亚胺; 三氟甲烷磺酰亚胺; 双(三氟甲烷)磺酰亚胺; 双(三氟甲基磺酰)胺; 双(三氟甲烷磺酰)胺; 双(三氟甲烷)磺酰亚胺 溶液

Database IDs

• CAS Number: 82113-65-3; 85006-05-9
• MDL Number: MFCD00214154
• Beilstein Number: 4754101
• PubChem SID: 162079964; 24870201; 24849187; 24849211
• PubChem CID: 157857

CALCULATED PROPERTIES

• Acid pKa: -0.54394513
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.0732763
• LogD (pH = 7.4): 3.0732765
• Log P: 2.1652188
• Molar Refractivity: 32.1346 cm^3
• Polarizability: 14.406305 Å^3
• Polar Surface Area: 80.31 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 46-57 °C(lit.); 46-57°C; 52-56 °C; 61-65 °C
• Boiling Point: 90-91 °C(lit.); 90-91°C
• Density: 1.360

Safety Information

• Storage Warning: Corrosive/Air Sensitive/Moisture Sensitive/Store under Argon
• European Hazard Symbols: Corrosive (C)
• UN Number: 2922; 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 1; 3
• Risk Statements: 14-34; 14-34-40
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H351
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2922 8/PG 3; UN 3261 8/PG 1
• Supplemental Hazard Statements: Reacts violently with water.
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (19F-NMR); 95%
• Concentration: ~0.5 M in methylene chloride
• Grade: purum
• Linear Formula: (CF3SO2)2NH
• Empirical Formula (Hill Notation): C2HF6NO4S2

DETAILS

Sigma Aldrich - 464635

Application
A strong acid, used in the preparation of highly efficient Lewis acid catalysts.1
Packaging
5 g in glass bottle

Sigma Aldrich - 15220

Other Notes
Starting material for preparing the N-fluoro derivative, a reactive fluorinating agent1; The lithium salt is interesting as a component of solid polymer electrolytes2

Sigma Aldrich - 15199

Caution
may crystallize on storage
Other Notes
Starting material for preparing the N-fluoro derivative, a reactive fluorinating agent1