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734527

Tetrakis(pyridine)copper(II) triflate

95%, crystals

Synonym(s):

[Cu(OTf)2(py)4], Cu(pyridine)4(OTf)2, Tetrakis(pyridine)copper(II) bis(trifluoromethanesulfonate)

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About This Item

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
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Product Name

Tetrakis(pyridine)copper(II) triflate, 95%

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

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.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX9027
MKCW6087
MKCV5390
MKCR6463
MKCT0330

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A general copper?mediated nucleophilic 18F fluorination of arenes.
Tredwell M, et al.
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 126(30), 7885-7889 (2014)
Copper-mediated nucleophilic radiobromination of aryl boron precursors: Convenient preparation of a radiobrominated PARP-1 inhibitor
Zhou D, et al.
Tetrahedron Letters, 59(20), 1963-1967 (2018)
Pyrazine and pyridine complexes of copper (II) trifluoromethanesulfonate. Crystal structure of tetrakis (pyridine) bis (trifluoromethanesulfonato-O) copper (II) and magnetic exchange in (pyrazine) bis (trifluoromethanesulfonato-O) copper (II).
Haynes J S, et al.
Inorganic Chemistry, 27(7), 1237-1241 (1988)
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Global Trade Item Number

SKUGTIN
734527-1G04061826735459
734527-250MG04061833240571