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Key Documents

Altri documenti

407240

Sigma-Aldrich

Copper(I) trifluoromethanesulfonate benzene complex

technical grade, 90%

Sinonimo/i:

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

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About This Item

Formula condensata:
(CF3SO3Cu)2 · C6H6
Numero CAS:
42152-46-5
Peso molecolare:
503.34
Numero CE:
255-686-6
Numero MDL:
MFCD00043300
Codice UNSPSC:
12161600
ID PubChem:
24865435
NACRES:
NA.22

Grado

technical grade

Saggio

90%

Forma fisica

powder

Impiego in reazioni chimiche

core: copper
reagent type: catalyst

Punto di fusione

160 °C (dec.) (lit.)

Stringa SMILE

[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
GNXZWVVAAMVOJY-UHFFFAOYSA-L

Categorie correlate

Applicazioni

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.

Pittogrammi

Flame
GHS02

Avvertenze

Warning

Indicazioni di pericolo

H228

Classi di pericolo

Flam. Sol. 2

Codice della classe di stoccaggio

4.1B - Flammable solid hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificati d'analisi (COA)

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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
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)
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)
Richard R Cesati et al.
Journal of the American Chemical Society, 126(1), 96-101 (2004-01-08)
The first enantioselective synthesis of erogorgiaene (1), an inhibitor of mycobacterium tuberculosis, is disclosed. The total synthesis highlights the utility of asymmetric conjugate additions (ACA) of alkylzincs to acyclic alpha,beta-unsaturated ketones catalyzed by peptidic phosphine ligands and (CuOTf)(2).C(6)H(6). Moreover, several
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)

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