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908762

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

Name: 5,5&#8242;-Bis(trifluoromethyl)-2,2&#8242;-bipyridine
Brand: ALDRICH

≥95%, powder or crystals

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

UNSPSC Code:

12352101

NACRES:

NA.22

MDL number:

MFCD24449717

Assay:

≥95%

Form:

powder or crystals

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Properties

Product Name

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

assay

≥95%

form

powder or crystals

reaction suitability

reaction type: Photocatalysis, reagent type: catalyst

mp

129-130 °C

SMILES string

FC(F)(F)c1cnc(cc1)c2ncc(cc2)C(F)(F)F

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

Description

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

pictograms

GHS06

signalword

Danger

hcodes

H301

pcodes

P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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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Arylsulfonylacetamides as bifunctional reagents for alkene aminoarylation.

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

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

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