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777692 Sigma-Aldrich

(1,10-Phenanthroline)(trifluoromethyl)copper(I)

90%

Synonym: Trifluoromethylator®

  • CAS Number 1300746-79-5

  • Empirical Formula (Hill Notation) C13H8CuF3N2

  • Molecular Weight 312.76

  •  MDL number MFCD19690901

  •  PubChem Substance ID 329767921

  •  NACRES NA.22

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Properties

Related Categories Chemical Synthesis, Fluorination Reagents, Synthetic Reagents, Trifluoromethylation
Quality Level   100
assay   90%
storage temp.   2-8°C
InChI   1S/C12H8N2.CF3.Cu/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1;2-1(3)4;/h1-8H;;
InChI key   CUQZQRIIFNWQSJ-UHFFFAOYSA-N

Description

General description

(1,10-Phenanthroline)(trifluoromethyl)copper(I) [(Phen)Cu-CF3] can be prepared by treating [CuOt-Bu]4 with 1,10-phenanthroline, followed by the addition of (trifluoromethyl)trimethylsilane (CF3TMS). It is an easily handled, thermally stable, single-component reagent.

Application

Trifluoromethylator, A New Arene Trifluoromethylation Reagent: (Phen)Cu-CF3

(Phen)Cu-CF3 can be used as a reagent for the trifluoromethylation of aryl iodides. Electron-rich and electron-deficient iodoarenes, as well as sterically-hindered iodoarenes, react in high yield under mild conditions. Electrophilic functional groups, including aldehydes, nitroarenes, ketones, and esters are tolerated. The substrate scope of this reagent is broad and the reagent has wide applicability for trifluoromethylation reactions.
It can also be used in the oxidative trifluoromethylation of organoboron reagents, and terminal alkynes through C-H activation.

Packaging

1, 10, 100 g in glass bottle

500 mg in glass insert

Legal Information

Trifluoromethylator is a registered trademark of Catylix, Inc

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Baran Reagents FAQs

What do the Baran reagents do? Allow the placement of alkyl groups onto molecules in drug discovery by replacing a C-H bond with the corresponding C-C bond (trifluoromethyl, difluoromethyl, isopropyl...
Keywords: Agrochemicals, Alkylations, Drug discovery, Fluorinations, Liquid chromatography mass spectrometry, Medicinal chemistry, Nuclear magnetic resonance spectroscopy, PAGE, Solvents

Hartwig Group – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Hartwig Group – Professor Product Portal
Keywords: Aminations, Asymmetric synthesis, Catalysis, Cross couplings, Fluorinations, Hydroaminations, Infrared spectroscopy, Ligands, Oxidations, Silylations, Suzuki reactions

Peer-Reviewed Papers
15

References

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