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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
Beilstein:
11199
EC Number:
214-559-5
MDL number:
MFCD00006213
UNSPSC Code:
12352100
PubChem Substance ID:
57648035
NACRES:
NA.21

Key Documents

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Product Name

2,2′:6′,2′′-Terpyridine, 98%

Quality Level

200

Assay

98%

form

solid

mp

89-91 °C (lit.)

SMILES string

c1ccc(nc1)-c2cccc(n2)-c3ccccn3

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

InChI key

DRGAZIDRYFYHIJ-UHFFFAOYSA-N

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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.

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.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF3162V
WXBF4611V
BCCK5078
BCCJ3700
BCCG5886

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Multinucleating 2, 2': 6', 2 ?-terpyridine ligands as building blocks for the assembly of co-ordination polymers and oligomers.
CargillaThompson AMW.
J. Chem. Soc., Dalton Trans., 24, 3467-3475 (1992)
New functional polymers and materials based on 2, 2': 6', 2 ?-terpyridine metal complexes.
Andres PR and Schubert US.
Advanced Materials, 16(13), 1043-1068 (2004)
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'-Terpyridine.
Potts KT, et al.
Organic Syntheses, 189-189 (1986)
2, 2?: 6?, 2 ?-Terpyridines: From chemical obscurity to common supramolecular motifs
Constable EC
Chemical Society Reviews, 36(2), 246-253 (2007)
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