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.
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
- Boron trifluoride diethyl etherate
- Trifluoromethanesulfonic acid
- SILVER TRIFLUOROMETHANESULFONATE
- Trifluoromethanesulfonic anhydride
- YTTERBIUM(III) TRIFLATE HYDRATE, 99.90%
- CERIUM(III) CHLORIDE HEPTAHYDRATE
- TRIFLUOROMETHYL SULFINYL CHLORIDE
- Silver(I) trifluoromethanethiolate
- CERIUM(III) TRIFLUOROMETHANESULFONATE
- CALCIUM TRIFLUOROMETHANESULFONATE
- Zinc trifluoromethanesulfonate
- Lanthanum trifluoromethanesulfonate
- MAGNESIUM TRIFLUOROMETHANESULFONATE
- Sodium trifluoromethanesulfonate
- BARIUM TRIFLUOROMETHANESULFONATE
- IRON(II) TRIFLUOROMETHANESULFONATE
- Potassium trifluoromethanesulfonate
- INDIUM(III) TRIFLUOROMETHANESULFONATE