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Merck
CN

407240

Copper(I) trifluoromethanesulfonate benzene complex

90%, technical grade, powder

Synonym(s):

Copper(I) triflate benzene complex, Cuprous trifluoromethanesulfonate benzene complex, Trifluoromethanesulfonic acid copper(I) salt benzene complex

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About This Item

Linear Formula:
(CF3SO3Cu)2 · C6H6
CAS Number:
42152-46-5
Molecular Weight:
503.34
EC Number:
255-686-6
MDL number:
MFCD00043300
UNSPSC Code:
12161600
PubChem Substance ID:
24865435
NACRES:
NA.22

Key Documents

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Product Name

Copper(I) trifluoromethanesulfonate benzene complex, technical grade, 90%

grade

technical grade

Quality Level

100

Assay

90%

form

powder

reaction suitability

core: copper
reagent type: catalyst

mp

160 °C (dec.) (lit.)

SMILES string

[Cu+].[Cu+].c1ccccc1.[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F

InChI

1S/C6H6.2CHF3O3S.2Cu/c1-2-4-6-5-3-1;2*2-1(3,4)8(5,6)7;;/h1-6H;2*(H,5,6,7);;/q;;;2*+1/p-2

InChI key

GNXZWVVAAMVOJY-UHFFFAOYSA-L

Related Categories

Application

Copper(I) trifluoromethanesulfonate benzene complex can be used as a catalyst:
  • To synthesize enol-esters via copper(I) carboxylate intermediate formation.
  • In the enantioselective allylic oxidation of cyclic alkenes.
  • To prepare 2,5-disubstituted pyrrolidine derivatives from N-alkenyl, alkynyl and alkyl N-benzoyloxysulfonamides via the sulfonamidyl radical formation.

It can also be used in combination with amino acid-based chiral phosphine ligands to catalyze asymmetric conjugate additions of alkylzincs to acyclic α,β-unsaturated ketones, affording β-alkylcarbonyls in high yield and with excellent enantioselectivity.

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H228

Hazard Classifications

Flam. Sol. 2

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBP7755
SHBH7768
SHBC7532V
28096EJV
SHBB4004V

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Synthesis of Enol Esters from Copper (I) Carboxylates Generated from Copper (I) Trifluoromethanesulfonate Benzene Complex
Lefler SR and Rose SD
Synthetic Communications, 29(21), 3805-3810 (1999)
Enantioselective total synthesis of erogorgiaene: applications of asymmetric Cu-catalyzed conjugate additions of alkylzincs to acyclic enones
Cesati RR, et al.
Journal of the American Chemical Society, 126(1), 96-101 (2004)
Jerome Bayardon et al.
The Journal of organic chemistry, 69(9), 3121-3128 (2004-04-24)
Various enantiopure fluorous bis(oxazolines) with fluorine content between 52.7 and 58.7% have been synthesized by a simple reaction sequence that involved the introduction of two fluorinated ponytails by alkylation of the corresponding nonfluorous bis(oxazolines). These new ligands have been used
Enantiopure fluorous bis (oxazolines): Synthesis and applications in catalytic asymmetric reactions
Bayardon J and Sinou D
The Journal of Organic Chemistry, 69(9), 3121-3128 (2004)
Synthetic methods of pyrrolidines from N-hydroxylsulfonamides by using bis [copper (I) trifluoromethanesulfonate]-benzene complex as a redox catalyst
Liu Zhenhong
Thesis (2012)
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