777692

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

90%

• Synonym(s): Trifluoromethylator^®
• Empirical Formula (Hill Notation): C₁₃H₈CuF₃N₂
• CAS Number: 1300746-79-5
• Molecular Weight: 312.76
• MDL number: MFCD19690901
• UNSPSC Code: 12352101
• PubChem Substance ID: 329767921
• NACRES: NA.22

Properties

• assay: 90%
• form: solid
• 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.

Legal Information

Trifluoromethylator is a registered trademark of Catylix, Inc

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302 + H312,H315,H319
• pcodes: P264 - P280 - P301 + P312 - P302 + P352 + P312 - P305 + P351 + P338 - P332 + P313
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable