bis(trifluoromethanesulfonyloxy)ytterbio trifluoromethanesulfonate

• ChemBase ID: 148583
• Molecular Formular: C3F9O9S3Yb
• Molecular Mass: 620.2613288
• Monoisotopic Mass: 620.79493556
• SMILES: C(F)(F)(F)S(=O)(=O)O[Yb](OS(=O)(=O)C(F)(F)F)OS(=O)(=O)C(F)(F)F
• Canonical SMILES: FC(S(=O)(=O)O[Yb](OS(=O)(=O)C(F)(F)F)OS(=O)(=O)C(F)(F)F)(F)F
• InChI: InChI=1S/3CHF3O3S.Yb/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3
• InChIKey: AHZJKOKFZJYCLG-UHFFFAOYSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(trifluoromethanesulfonyloxy)ytterbio trifluoromethanesulfonate
• IUPAC Traditional name: bis(trifluoromethanesulfonyloxy)ytterbio trifluoromethanesulfonate
• Synonyms: Trifluoromethanesulfonic acid ytterbium(III) salt; Yb(OTf)3; Yb(TFA)3; Ytterbium(III) triflate; Ytterbium(III) trifluoromethanesulfonate; 三氟甲磺酸镱; 三氟甲烷磺酸镱

Database IDs

• CAS Number: 54761-04-5
• MDL Number: MFCD06200261
• PubChem SID: 24866930; 162242758
• PubChem CID: 4586232

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 5.1582
• LogD (pH = 7.4): 5.1582
• Log P: 5.1582
• Molar Refractivity: 47.3025 cm^3
• Polarizability: 29.509367 Å^3
• Polar Surface Area: 130.11 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3261 8/PG 2

Product Information

• Purity: 99.99%
• Linear Formula: (CF3SO3)3Yb

DETAILS

Sigma Aldrich - 430595

Packaging
1, 5 g in glass bottle
Application
A water-tolerant Lewis acid catalyst recently used in one-pot syntheses of β-lactams,2 and in stereocontrolled radical3 and nucleophilic1 addition reactions. Catalyzes the synthesis of deoxypenostatin A in a novel, stereoselective, intramolecular Diels-Alder reaction.4Lewis acid catalyst used with a silylated chinchona alkaloid in an asymmetric synthesis of substituted β-lactams from an acid chloride and aryl imine.5 Also used to catalyze an aldehyde-ene reaction in a synthesis of the guaiane skeleton.6An important Lewis acid catalyst for a variety of synthetic reactions, including allylborations.7,8