Introduction：Basic information about COPPER(II) TRIFLUOROMETHANESULFONATE CAS 34946-82-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
COPPER(II) TRIFLUOROMETHANESULFONATE Basic informationReaction
| Product Name: | COPPER(II) TRIFLUOROMETHANESULFONATE |
| Synonyms: | Copper (Ii) Trifluorome;Copper(II) trifluoromethanesulfonate,Copper(II) triflate, Cupric trifluoromethanesulfonate, Trifluoromethanesulfonic acid copper(II) salt;Copper(II) trifluoromethanesulfonate 98%;Trifluoromethanesulfonic acid copper(II);Copper(Ⅱ) trifluoroMethanesulfonate;Cupric trifluoroMethylsulfonate;Copper(II) trifluoroMethanesulfonate,98% Cu(CF3SO3)2;Copper(II) TriflateTrifluoromethanesulfonic Acid Copper(II) Salt |
| CAS: | 34946-82-2 |
| MF: | C2CuF6O6S2 |
| MW: | 361.68 |
| EINECS: | 252-300-8 |
| Product Categories: | Biochemistry;Catalysts for Organic Synthesis;Classes of Metal Compounds;Cu (Copper) Compounds;Homogeneous Catalysts;Metal Triflates;Reagents for Oligosaccharide Synthesis;Synthetic Organic Chemistry;Transition Metal Compounds;metal triflate compounds;triflate;Cu;OTf&NTf series |
| Mol File: | 34946-82-2.mol |
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COPPER(II) TRIFLUOROMETHANESULFONATE Chemical Properties
| Melting point | ≥300 °C |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | Water (Slightly) |
| form | Powder |
| color | White to slightly blue or light gray |
| Water Solubility | Soluble in water. |
| Sensitive | Hygroscopic |
| Hydrolytic Sensitivity | 6: forms irreversible hydrate |
| BRN | 4028198 |
| Exposure limits | ACGIH: TWA 1 mg/m3
NIOSH: IDLH 100 mg/m3; TWA 1 mg/m3 |
| Stability: | hygroscopic |
| 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 |
| SMILES | S(=O)(=O)(O[Cu]OS(=O)(=O)C(F)(F)F)C(F)(F)F |
| CAS DataBase Reference | 34946-82-2(CAS DataBase Reference) |
Safety Information
| Hazard Codes | C,Xi |
| Risk Statements | 34 |
| Safety Statements | 26-36/37/39-45-27 |
| RIDADR | UN 3261 8/PG 2 |
| WGK Germany | 3 |
| F | 3-10 |
| Hazard Note | Irritant/Hygroscopic |
| TSCA | No |
| HazardClass | 8 |
| PackingGroup | III |
| HS Code | 29049085 |
| Storage Class | 11 - Combustible Solids |
COPPER(II) TRIFLUOROMETHANESULFONATE Usage And Synthesis
| Reaction | - Ring-Opening of epoxides and aziridines.
- Asymmetric conjugate addition of organozinc reagents to α,β-unsaturated ketones.
- Electrophilic addition of olefins.
- Asymmetric aziridination of olefins.
- Asymmetric cycloadditions and aldol condensations.
- Asymmetric Kharasch oxidation.
- Asymmetric Michael addition of enamides.
- Asymmetric O-H or O-R insertion reactions.
- Enantioselective intramolecular aminooxygenation of alkenes.
- Enantioselective addition of dialkylzinc reagents to N-acylpyridinium salts.
- Pd-catalyzed C-H functionalizations of oximes with arylboronic acids.
- Used as a Lewis acid in the Nazarov cyclization.
- Catalyst in the diacetoxylation olefins.
- Catalyst in the meta-selective direct arylation of α-aryl carbonyl compounds.
- Catalyst in the three-component coupling of amines, aldehydes, and alkynes.
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| Chemical Properties | white to slightly blue or light grey cryst. powder |
| Uses | Copper(II) trifluoromethanesulfonate is a mild lewis acid. It is used as catalyst which promotes dehydration of alcohols and diols to alkenes at ambient temperatures. It is widely used to generate carbenoid species from ?-diazo esters and ketones, via in situ reduction to the Cu(I) species. It is also promotes the reaction between diazo esters and imines to give aziridines. It catalyzes syn-selective aldol condensation of (Z)-silyl enol ethers with aldehydes, Friedel-Crafts alkylation, acylation reactions of aromatics and addition of trimethylsilyl cyanide to carbonyl compounds. |
| Preparation | Copper(II) trifluoromethanesulfonate is prepared from copper(II) carbonate and triflic acid (Trifluoromethanesulfonic Acid) in MeCN. |
| reaction suitability | core: copper
reagent type: catalyst |
| Purification Methods | Dissolve it in MeCN, add dry Et2O until cloudy and cool at -20o in a freezer. The light blue precipitate is collected and dried in a vacuum oven at 130o/20mm for 8hours. It has 737nm ( 22.4 max M1cm -1) in AcOH. [Salomon & Kochi J Am Chem Soc 95 330 1973]. It has also been dried in a vessel at 0.1Torr by heating with a Fischer burner [Andrist et al. J Org Chem 43 3422 1978]. It has been dried at 110-120o/5mm for 1hour before use and forms a *benzene complex which should be handled in a dry box because it is air sensitive [Kobayashi et al. Chem Pharm Bull Jpn 28 262 1980, Salomon & Kochi J Am Chem Soc 95 330 1973]. [Beilstein 3 IV 34.] |
COPPER(II) TRIFLUOROMETHANESULFONATE Preparation Products And Raw materials
| Raw materials | Cupric oxide-->Trifluoromethanesulfonic acid-->SILVER TRIFLUOROMETHANESULFONATE-->Cupric hydroxide |
