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515477

4,4′-Di-tert-butyl-2,2′-dipyridyl

98%

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C18H24N2
Numéro CAS:
72914-19-3
Poids moléculaire :
268.40
NACRES:
NA.22
PubChem Substance ID:
24873822
UNSPSC Code:
12352100
MDL number:
MFCD01863731
Assay:
98%
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Quality Level

200

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral

Classe de stockage

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

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
01701JJ
05527BH
10122TU
19330EE
10721DU

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Yiu-Keung Sau et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(36), 9323-9335 (2006-09-23)
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
Arimasa Matsumoto et al.
Journal of the American Chemical Society, 133(17), 6557-6559 (2011-04-09)
The [4+2] benzannulation reaction of internal or terminal alkynes with 2-biaryl, 2-heteroarylphenyl, or 2-alkenylphenyl Grignard reagents in the presence of Fe(acac)(3), 4,4'-di-tert-butyl-2,2'-bipyridyl, and 1,2-dichloro-2-methylpropane takes place at room temperature in 1 h to give 9-substituted or 9,10-disubstituted phenanthrenes and congeners
Xian Liang Ho et al.
Inorganic chemistry, 58(2), 1469-1480 (2019-01-05)
Hydrogen (H2) is a clean fuel that can potentially be a future solution for the storage of intermittent renewable energy. However, current H2 production is mainly dominated by the energy intensive steam reforming reaction, which consumes a fossil fuel, methane
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Numéro d'article de commerce international

RéférenceGTIN
515477-5G04061832493442
515477-25G04061832493435