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908762

Sigma-Aldrich

5,5′-Bis(trifluoromethyl)-2,2′-bipyridine

≥95%

Synonym(s):

5,5′-dCF3bpy

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About This Item

Empirical Formula (Hill Notation):
C12H6F6N2
CAS Number:
142946-80-3
Molecular Weight:
292.18
MDL number:
MFCD24449717
UNSPSC Code:
12352101
NACRES:
NA.22

Assay

≥95%

form

powder or crystals

reaction suitability

reaction type: Photocatalysis
reagent type: catalyst

mp

129-130 °C

InChI

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

InChI key

ZHMXQYAUGQASQM-UHFFFAOYSA-N

Application

5,5′-Bis(trifluoromethyl)-2,2′-bipyridine is a ligand used for the preparation of Ir(III) photocatalysts.

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

Other Notes

Catalytic alkylation of remote C-H bonds enabled by proton-coupled electron transfer

Arylsulfonylacetamides as bifunctional reagents for alkene aminoarylation

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Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Gilbert J Choi et al.
Nature, 539(7628), 268-271 (2016-11-04)
Despite advances in hydrogen atom transfer (HAT) catalysis, there are currently no molecular HAT catalysts that are capable of homolysing the strong nitrogen-hydrogen (N-H) bonds of N-alkyl amides. The motivation to develop amide homolysis protocols stems from the utility of
Timothy M Monos et al.
Science (New York, N.Y.), 361(6409), 1369-1373 (2018-09-29)
Alkene aminoarylation with a single, bifunctional reagent is a concise synthetic strategy. We report a catalytic protocol for the addition of arylsulfonylacetamides across electron-rich alkenes with complete anti-Markovnikov regioselectivity and excellent diastereoselectivity to provide 2,2-diarylethylamines. In this process, single-electron alkene

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