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Merck
CN

234672

2,2′:6′,2′′-Terpyridine

98%, solid

Synonym(s):

α,α′,α″-Tripyridyl, 2,6-Di(2-pyridyl)pyridine

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About This Item

Empirical Formula (Hill Notation):
C15H11N3
CAS Number:
1148-79-4
Molecular Weight:
233.27
NACRES:
NA.21
PubChem Substance ID:
57648035
UNSPSC Code:
12352100
EC Number:
214-559-5
MDL number:
MFCD00006213
Beilstein/REAXYS Number:
11199

Key Documents

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Product Name

2,2′:6′,2′′-Terpyridine, 98%

InChI key

DRGAZIDRYFYHIJ-UHFFFAOYSA-N

InChI

1S/C15H11N3/c1-3-10-16-12(6-1)14-8-5-9-15(18-14)13-7-2-4-11-17-13/h1-11H

SMILES string

c1ccc(nc1)-c2cccc(n2)-c3ccccn3

assay

98%

form

solid

mp

89-91 °C (lit.)

Quality Level

200

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Application

Due to the presence of three near-coplanar nitrogen donor atoms, 2,2′:6′,2′′;-terpyridine may be used as a metal-binding domain to form metallo-supramolecular structures.

General description

2,2′:6′,2′′;-Terpyridine is a tridentate ligand that can be prepared in two steps, starting with 2-acetylpyridine. It coordinates with metal centers to form complexes. It is also utilized in the synthesis of chiral derivatives for asymmetric catalysis.

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

Acute Tox. 1 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7789V
WXBF3162V
WXBF4611V
BCCK5078
BCCJ3700

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2, 2': 6', 2'-Terpyridine.
Potts KT, et al.
Organic Syntheses, 189-189 (1986)
Complexes of the Ruthenium (II)-2, 2': 6', 2''-terpyridine Family. Effect of Electron-Accepting and-Donating Substituents on the Photophysical and Electrochemical Properties.
Maestri M, et al.
Inorganic Chemistry, 34(10), 2759-2767 (1955)
2, 2?: 6?, 2 ?-Terpyridines: From chemical obscurity to common supramolecular motifs
Constable EC
Chemical Society Reviews, 36(2), 246-253 (2007)
Chiral 2, 2 `-bipyridines, 1, 10-phenanthrolines, and 2, 2 `: 6 `, 2 ``-terpyridines: Syntheses and applications in asymmetric homogeneous catalysis
G Chelucci, et al.
Chemical Reviews, 102, 3129-3170 (2002)
An improved, two-step synthesis of 2, 2?: 6?, 2 ?-terpyridine
Jameson DL & Guise LE
Tetrahedron Letters, 32(18), 1999-2002 (1991)
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