1,3-bis(cyanomethyl)-1H-imidazol-3-ium; trifluoro[(trifluoromethanesulfonylazanidyl)sulfonyl]methane

• ChemBase ID: 142897
• Molecular Formular: C9H7F6N5O4S2
• Molecular Mass: 427.3033992
• Monoisotopic Mass: 426.98436505
• SMILES: c1c[n+](cn1CC#N)CC#N.C(F)(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F
• Canonical SMILES: O=S(=O)(C(F)(F)F)[N-]S(=O)(=O)C(F)(F)F.N#CCn1cc[n+](c1)CC#N
• InChI: InChI=1S/C7H7N4.C2F6NO4S2/c8-1-3-10-5-6-11(7-10)4-2-9;3-1(4,5)14(10,11)9-15(12,13)2(6,7)8/h5-7H,3-4H2;/q+1;-1
• InChIKey: ORJULSCFWHFTFU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-bis(cyanomethyl)-1H-imidazol-3-ium; trifluoro[(trifluoromethanesulfonylazanidyl)sulfonyl]methane
• IUPAC Traditional name: 1,3-bis(cyanomethyl)imidazol-1-ium; bistriflylimide anion
• Synonyms: 1,3-Bis(cyanomethyl)imidazolium bis(trifluoromethylsulfonyl)imide; 1,3-双(氰甲基)咪唑鎓双(三氟甲基磺酰)亚胺

Database IDs

• CAS Number: 934047-87-7
• MDL Number: MFCD09265192
• PubChem SID: 162237123; 24857204
• PubChem CID: 16211835

CALCULATED PROPERTIES

• Acid pKa: -0.54394513
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 3.0732763
• LogD (pH = 7.4): 3.0732765
• Log P: 2.1652188
• Molar Refractivity: 31.3346 cm^3
• Polarizability: 14.158181 Å^3
• Polar Surface Area: 77.51 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 81-85 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-37/38-41
• Safety Statements: 26-39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥94% (HPLC/T)
• Impurities: ≤1.0% water
• Empirical Formula (Hill Notation): C9H7F6N5O4S2

DETAILS

Sigma Aldrich - 28961

Application
Nitrile-functionalized ionic liquid showing superior characteristics in Suzuki and Stille coupling reactions1.
Packaging
5, 25 g in glass bottle