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

Name: 4,4′-Bis(trifluoromethyl)-2,⋅2′-bipyridine
Brand: ALDRICH
Price: 299.2 USD
Availability: InStock

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

UNSPSC Code:

12352101

NACRES:

NA.22

MDL number:

MFCD00233878

Key Documents

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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

assay

≥95%

form

solid

reaction suitability

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

mp

78-80 °C

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1 of 4

This Item	908762	902225	902217
Sigma-Aldrich 902810 4,4′-Bis(trifluoromethyl)-2,⋅2′-bipyridine	Sigma-Aldrich 908762 5,5′-Bis(trifluoromethyl)-2,2′-bipyridine	902225 Ir[dFMeppy]₂-(4,4′-dCF₃bpy)PF₆	Sigma-Aldrich 902217 Ir[dFFppy]₂-(4,4′-dCF₃bpy)PF₆
assay ≥95%	assay ≥95%	assay ≥95%	assay ≥95%
reaction suitability reagent type: catalyst, reagent type: ligand reaction type: Photocatalysis	reaction suitability -	reaction suitability -	reaction suitability -
mp 78-80 °C	mp 129-130 °C	mp >300 °C	mp >300 °C
form solid	form powder or crystals	form powder	form powder or crystals

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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

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

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

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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