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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

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Assay

≥95%

form

solid

reaction suitability

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

mp

78-80 °C

SMILES string

FC(F)(F)c1cc(ncc1)c2nccc(c2)C(F)(F)F

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

Related Categories

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)

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

902810-VAR:
902810-BULK:
902810-1G:

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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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