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902810

Sigma-Aldrich

4,4′-Bis(trifluoromethyl)-2,⋅2′-bipyridine

Synonym(s):

Photocatalysis ligand

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About This Item

Empirical Formula (Hill Notation):
C12H6F6N2
CAS Number:
142946-79-0
Molecular Weight:
292.18
MDL number:
MFCD00233878
UNSPSC Code:
12352101
NACRES:
NA.22

Assay

≥95%

form

solid

reaction suitability

reagent type: catalyst
reagent type: ligand
reaction type: Photocatalysis

mp

78-80 °C

InChI

1S/C12H6F6N2/c13-11(14,15)7-1-3-19-9(5-7)10-6-8(2-4-20-10)12(16,17)18/h1-6H

InChI key

FFOMEQIMPYKURW-UHFFFAOYSA-N

Application

This ligand is used in Ir(III) complexes suitable for use in photocatalysis and phosphorescent OLEDs.

Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)

Other Notes

A radical approach to the copper oxidative addition problem: Trifluoromethylation of bromoarenes

Photoacidic and Photobasic Behavior of Transition Metal Compounds with Carboxylic Acid Group(s)

related product

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Description
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6,6′-Dimethyl-2,2′-dipyridyl, 98%

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4,4′-Di-tert-butyl-2,2′-dipyridyl, 98%

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Mes-Umemoto reagent, ≥95%

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Ir[dFFppy]2-(4,4′-dCF3bpy)PF6, ≥95%

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2-(2,4-Difluorophenyl)-5-fluoropyridine, ≥95%

902829

2-(2,4-Difluorophenyl)-5-methylpyridine, ≥95%

908762

5,5′-Bis(trifluoromethyl)-2,2′-bipyridine, ≥95%

909335

2-(2,4-Difluorophenyl)-5-(trifluoromethyl)pyridine, ≥95%

909343

2-(4-Fluorophenyl)-5-methylpyridine, ≥95%

911623

2-(2,4-Difluorophenyl)-5-methoxypyridine, ≥95%

913391

2-[2-Fluoro-4-(trifluoromethyl)phenyl]-5-(trifluoromethyl)pyridine

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW1492
MKCT7020
MKCR7919
MKCL7203
MKCJ9319

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Ryan M O'Donnell et al.
Journal of the American Chemical Society, 138(11), 3891-3903 (2016-02-24)
Excited state proton transfer studies of six Ru polypyridyl compounds with carboxylic acid/carboxylate group(s) revealed that some were photoacids and some were photobases. The compounds [Ru(II)(btfmb)2(LL)](2+), [Ru(II)(dtb)2(LL)](2+), and [Ru(II)(bpy)2(LL)](2+), where bpy is 2,2'-bipyridine, btfmb is 4,4'-(CF3)2-bpy, and dtb is 4,4'-((CH3)3C)2-bpy
Chip Le et al.
Science (New York, N.Y.), 360(6392), 1010-1014 (2018-06-02)
Transition metal-catalyzed arene functionalization has been widely used for molecular synthesis over the past century. In this arena, copper catalysis has long been considered a privileged platform due to the propensity of high-valent copper to undergo reductive elimination with a

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