3-methyl-1-[(2,2,2-trichloroethoxy)sulfonyl]-1H-imidazol-3-ium trifluoromethanesulfonate

• ChemBase ID: 178953
• Molecular Formular: C7H8Cl3F3N2O6S2
• Molecular Mass: 443.6324296
• Monoisotopic Mass: 441.88414569
• SMILES: C(COS(=O)(=O)n1cc[n+](c1)C)(Cl)(Cl)Cl.C(F)(F)(F)S(=O)(=O)[O-]
• Canonical SMILES: [O-]S(=O)(=O)C(F)(F)F.C[n+]1ccn(c1)S(=O)(=O)OCC(Cl)(Cl)Cl
• InChI: InChI=1S/C6H8Cl3N2O3S.CHF3O3S/c1-10-2-3-11(5-10)15(12,13)14-4-6(7,8)9;2-1(3,4)8(5,6)7/h2-3,5H,4H2,1H3;(H,5,6,7)/q+1;/p-1
• InChIKey: RCNDUSSSXMVXGQ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methyl-1-[(2,2,2-trichloroethoxy)sulfonyl]-1H-imidazol-3-ium trifluoromethanesulfonate
• IUPAC Traditional name: 1-methyl-3-(2,2,2-trichloroethoxysulfonyl)imidazol-1-ium triflate
• Synonyms: 1-Methyl-3-[(2,2,2-trichloroethoxy)sulfonyl]-1H-imidazolium 1,1,1-Trifluoromethanesulfonate; 2,2,2-Trichloroethoxysulfuryl-N-methylimidazolium Triflate

Database IDs

• CAS Number: 903587-97-3
• PubChem SID: 164234863
• PubChem CID: 11561326

CALCULATED PROPERTIES

• Acid pKa: 18.622366
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -2.8067663
• LogD (pH = 7.4): -2.8067663
• Log P: -2.8067663
• Molar Refractivity: 58.5034 cm^3
• Polarizability: 23.644035 Å^3
• Polar Surface Area: 52.18 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - T774135

A reagent for introduction of 2,2,2-trichloroethyl-protected sulfates into monosaccharides.

REFERENCES

• Ingram, L.J., et al.: Angew. Chem. Int. Ed., 45, 3503 (2006).