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

• ChemBase ID: 136149
• Molecular Formular: C13H15F6N5O4S2
• Molecular Mass: 483.4097192
• Monoisotopic Mass: 483.04696531
• SMILES: c1c[n+](cn1CCCC#N)CCCC#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#CCCCn1cc[n+](c1)CCCC#N
• InChI: InChI=1S/C11H15N4.C2F6NO4S2/c12-5-1-3-7-14-9-10-15(11-14)8-4-2-6-13;3-1(4,5)14(10,11)9-15(12,13)2(6,7)8/h9-11H,1-4,7-8H2;/q+1;-1
• InChIKey: CMXOSFPMYHQJND-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 925704-81-0
• MDL Number: MFCD09265200
• PubChem SID: 162230420; 24868152
• PubChem CID: 16212906

CALCULATED PROPERTIES

• Acid pKa: 19.317492
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -3.3466642
• LogD (pH = 7.4): -3.3466642
• Log P: -3.3466642
• Molar Refractivity: 57.8893 cm^3
• Polarizability: 21.802607 Å^3
• Polar Surface Area: 56.39 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Refractive Index: n20/D 1.456

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥98.0% (HPLC/T)
• Impurities: ≤0.1% water; ≤10 mg/kg halogenes (as chloride)
• Empirical Formula (Hill Notation): C13H15F6N5O4S2

DETAILS

Sigma Aldrich - 44493

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