734527

Tetrakis(pyridine)copper(II) triflate

95%

• Synonym(s): [Cu(OTf)₂(py)₄], Cu(pyridine)₄(OTf)₂, Tetrakis(pyridine)copper(II) bis(trifluoromethanesulfonate)
• Empirical Formula (Hill Notation): C₂₂H₂₀CuF₆N₄O₆S₂
• CAS Number: 113110-58-0
• Molecular Weight: 678.08
• MDL number: MFCD19105629
• UNSPSC Code: 12161600
• PubChem Substance ID: 329764907
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 95%
• form: crystals
• reaction suitability: core: copper; reagent type: catalyst
• mp: 190-194 °C
• storage temp.: −20°C
• SMILES string: c1ccncc1.c2ccncc2.c3ccncc3.c4ccncc4.FC(F)(F)S(=O)(=O)O[Cu]OS(=O)(=O)C(F)(F)F
• InChI: 1S/4C5H5N.2CHF3O3S.Cu/c4*1-2-4-6-5-3-1;2*2-1(3,4)8(5,6)7;/h4*1-5H;2*(H,5,6,7);/q;;;;;;+2/p-2
• InChI key: DOUMBTAZXRQKGF-UHFFFAOYSA-L

Description

Application

Tetrakis(pyridine)copper(II) triflate [Cu(OTf)₂(py)₄] is a general copper-based catalyst. It is commonly used to catalyze copper-mediated radiofluorination of arenes and heteroarene. It is also employed in C(sp³)-H functionalization/cyclisation of 2-amino-N,N-dialkylbenzamides to synthesize 2,3-disubstituted-4(3H)-quinazolinones.

Tetrakis(pyridine)copper(II) triflate can be used to catalyze:

• Intra and intermolecular aziridination of allylic carbamates and styrenes.
• ¹⁸F-fluorination of aryl boronic esters to generate fluroarenes applicable as radiotracers.
• Nucleophilic radiobromination of aryl borons with a radiobromide ion applicable in the preparation of radiobrominated pharmaceuticals.

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H314
• Precautionary Statements: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Hazard Classifications: Skin Corr. 1B
• Storage Class Code: 8A - Combustible corrosive hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable