zinc(2+) ion ditrifluoromethanesulfonate

• ChemBase ID: 99940
• Molecular Formular: C2F6O6S2Zn
• Molecular Mass: 363.5182192
• Monoisotopic Mass: 361.83319104
• SMILES: [Zn+2].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F
• Canonical SMILES: FC(S(=O)(=O)[O-])(F)F.FC(S(=O)(=O)[O-])(F)F.[Zn+2]
• InChI: InChI=1S/2CHF3O3S.Zn/c2*2-1(3,4)8(5,6)7;/h2*(H,5,6,7);/q;;+2/p-2
• InChIKey: CITILBVTAYEWKR-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: zinc(2+) ion ditrifluoromethanesulfonate
• IUPAC Traditional name: zinc, ion (zn2+) ditriflate; zinc(2+) ion ditriflate
• Synonyms: Zinc(II) triflate; Zinc(II) trifluoromethanesulphonate 98%; Zinc trifluoromethanesulfonate; Bis(trifluoromethanesulfonato)zinc; Zinc trifluoromethylsulfonate; Zn(OTf)2; Trifluoromethanesulfonic acid zinc salt; Zinc triflate; Zinc trifluoromethanesulfonate; 三氟甲基磺酸 锌盐; 三氟甲磺酸锌; 三氟甲烷磺酸锌

Database IDs

• CAS Number: 54010-75-2
• EC Number: 258-922-6
• MDL Number: MFCD00013229
• Beilstein Number: 4028195
• PubChem SID: 24857423; 24890314; 162086186
• PubChem CID: 104671
• Chemspider ID: 94493
• Wikipedia Title: Zinc_trifluoromethanesulfonate

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

• Apperance: White powder
• Melting Point: >300°C; >300°C; ≥300 °C(lit.)

Safety Information

• Storage Warning: Corrosive/Hygroscopic/Store under Argon; Hygroscopic
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; III
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45; 26-36/37/39-45-60
• TSCA Listed: 是
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2

Product Information

• Purity: ≥98.0% (KT); 98%
• Grade: purum
• Linear Formula: (CF3SO3)2Zn

DETAILS

Sigma Aldrich - 290068

Application
Catalyst for the synthesis of dithioketals.1
Packaging
10, 50 g in glass bottle

Sigma Aldrich - 96517

Other Notes
Superior reagent used in a Koenigs-Knorr type glycosidation method1,2; Catalyst for thioketalization of ketones3

REFERENCES

• Useful, alone or in combination with TMS chloride, for glycosidation reactions: Chem. Pharm. Bull., 40, 2909 (1992); 41, 201 (1993); 42, 1808 (1994).
• Promotes the aldol reaction of silyl enol ethers with aldehydes: Gazz. Chim. Ital., 123, 673 (1993).
• Mild Lewis acid catalyst which promotes thioketalization, particularly of acid-sensitive substrates, with ethanedithiol: Tetrahedron Lett., 24, 169 (1983); J. Am. Chem. Soc., 105, 1662 (1983).
• In combination with N-methylephedrine, catalyzes enantioselective addition of terminal alkynes to aldehydes to give propargylic alcohols in high yield and ee: J. Am. Chem. Soc., 122, 1806 (2000).