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515477

Sigma-Aldrich

4,4′-Di-tert-butyl-2,2′-dipyridyl

98%

Synonyma:

4,4′-Bis(tert-butyl)-2,2′-bipyridine, BBBPY

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen


About This Item

Empirický vzorec (Hillův zápis):
C18H24N2
Číslo CAS:
Molekulová hmotnost:
268.40
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

mp

159-161 °C (lit.)

SMILES string

CC(C)(C)c1ccnc(c1)-c2cc(ccn2)C(C)(C)C

InChI

1S/C18H24N2/c1-17(2,3)13-7-9-19-15(11-13)16-12-14(8-10-20-16)18(4,5)6/h7-12H,1-6H3

InChI key

TXNLQUKVUJITMX-UHFFFAOYSA-N

General description

4,4′-Di-tert-butyl-2,2′-dipyridyl is a bipyridyl compound that is widely employed as a ligand for transition metals in the preparation of catalysts.

Application

4,4′-Di-tert-butyl-2,2′-dipyridyl can be used as a ligand:      
  • In the synthesis of oxidovanadium(IV) complex [VOCl2(dbbpy)(H2O)], which is used as a catalyst for the epoxidation of cyclooctene in the presence of tert-butyl hydroperoxide.     
  • In iron-catalyzed ortho-allylation of 1-arylpyrazoles via C-H activation.     
  • In iridium-catalyzed borylation of (hetero)arenes.      
  • In iron-catalyzed arylation of heterocycles in the presence of metallic Mg.      
  • In nickel-catalyzed decarboxylation of block copolymers.

related product

Č. produktu
Popis
Stanovení ceny

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Treatment of IrCl(3)x H(2)O with one equivalent of 4,4'-di-tert-butyl-2,2'-bipyridyl (dtbpy) in N,N-dimethylformamide (dmf) afforded [IrCl(3)(dmf)(dtbpy)] (1). Alkylation of 1 with Me(3)SiCH(2)MgCl resulted in C--Si cleavage of the Me(3)SiCH(2) group and formation of the Ir(III) silyl dialkyl compound [Ir(CH(2)SiMe(3))(dtbpy)(Me)(SiMe(3))] (2), which
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Non-aqueous redox flow batteries (RFBs) offer the possibility of higher voltage and a wider working temperature range than their aqueous counterpart. Here, we optimize the established 2.26 V Fe(bpy)3(BF4)2/Ni(bpy)3(BF4)2 asymmetric RFB to lessen capacity fade and improve energy efficiency over
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