copper(2+) ion ditrifluoromethanesulfonate

• ChemBase ID: 94639
• Molecular Formular: C2CuF6O6S2
• Molecular Mass: 361.6842192
• Monoisotopic Mass: 360.83364654
• SMILES: S(=O)(=O)([O-])C(F)(F)F.[Cu+2].S(=O)(=O)([O-])C(F)(F)F
• Canonical SMILES: FC(S(=O)(=O)[O-])(F)F.FC(S(=O)(=O)[O-])(F)F.[Cu+2]
• InChI: InChI=1S/2CHF3O3S.Cu/c2*2-1(3,4)8(5,6)7;/h2*(H,5,6,7);/q;;+2/p-2
• InChIKey: SBTSVTLGWRLWOD-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: copper(2+) ion ditrifluoromethanesulfonate
• IUPAC Traditional name: copper(2+) ion ditriflate; copper(2+) ditriflate
• Synonyms: Copper(II) triflate; Trifluoromethanesulfonic acid copper(II) salt; Copper(II) trifluoromethanesulfonate; Copper(II) triflate; Copper(II) trifluoromethanesulphonate 98%; copper(2+) ion bis(trifluoromethanesulfonate); 三氟甲烷磺酸铜(II)

Database IDs

• CAS Number: 34946-82-2
• EC Number: 252-300-8
• MDL Number: MFCD00077492; MFCD00013228
• Beilstein Number: 4028198
• PubChem SID: 162081293
• PubChem CID: 2734996
• Chemspider ID: 2016731
• Wikipedia Title: Copper(II)_triflate

CALCULATED PROPERTIES

• Acid pKa: -3.4301212
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -1.2283616
• LogD (pH = 7.4): -1.2283617
• Log P: 1.1480371
• Molar Refractivity: 15.8602 cm^3
• Polarizability: 7.460577 Å^3
• Polar Surface Area: 57.2 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: very soluble, hygroscopic in water
• Apperance: Powder; white to pale blue powder
• Melting Point: >300°C; dec.
• Hydrophobicity(logP): 0.0

Safety Information

• Storage Warning: Corrosive/Hygroscopic/Moisture Sensitive/Store under Argon; Hygroscopic
• European Hazard Symbols: Corrosive (C)
• UN Number: UN3261
• Hazard Class: 8
• Packing Group: III
• Risk Statements: 34
• Safety Statements: 20-26-36/37/39-45-60
• TSCA Listed: 否
• GHS Pictograms: GHS05
• GHS Hazard statements: H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A

Product Information

• Purity: 95%; 98%; 99% min

DETAILS

Apollo Scientific Ltd - PC2096E

Can produce alkenes at ambient temperatures by catalytic dehydration of alcohols and diols: Helv. Chim. Acta, 70, 607 (1987)

REFERENCES

• Widely used to generate carbenoid species from ɑ-diazo esters and ketones, via in situ reduction to the Cu(I) species: J. Am. Chem. Soc., 95, 3300 (1973). Preferred reagent for intramolecular cyclization of various diazo ketones: J. Org. Chem., 49, 11496 (1984). Also promotes the reaction between diazo esters and imines to give aziridines: J. Chem. Soc., Chem. Commun., 1 (1995).
• Mild Lewis acid:
• Used catalytically, promotes dehydration of alcohols and diols to alkenes at ambient temperatures: Helv. Chim. Acta, 70, 607 (1987).
• Catalyzes syn-selective aldol condensation of (Z)-silyl enol ethers with aldehydes: Chem. Lett., 959 (1997).
• Friedel-Crafts alkylation and acylation reactions of aromatics are also catalyzed: Tetrahedron, 57, 241 (2001).
• For a brief feature on uses of the reagent in synthesis, see: Synlett, 1044 (2005).