COPPER(II) TRIFLUOROMETHANESULFONATE
COPPER(II) TRIFLUOROMETHANESULFONATE Basic information
- 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) Triflate Trifluoromethanesulfonic 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
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
- InChIKey
- SBTSVTLGWRLWOD-UHFFFAOYSA-L
- 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
MSDS
- Language:English Provider:ACROS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
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.
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.
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
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COPPER(II) TRIFLUOROMETHANESULFONATE(34946-82-2)Related Product Information
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- Sodium trifluoromethanesulfonate
- BARIUM TRIFLUOROMETHANESULFONATE
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