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2,2′:6′,2′′-Terpyridine

Name: 2,2′:6′,2′′-Terpyridine
Brand: SIAL

98%

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

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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Related Categories

Heterocyclic Building Blocks

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

GHS06,GHS05

Signal Word

Danger

Hazard Statements

H300 + H310,H315,H318,H335

Precautionary Statements

P261 - P262 - P280 - P301 + P310 - P302 + P352 + P310 - P305 + P351 + P338

Hazard Classifications

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

Target Organs

Respiratory system

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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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)

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)

Efficient new ribozyme mimics: direct mapping of molecular design principles from small molecules to macromolecular, biomimetic catalysts.

W C Putnam et al.

Nucleic acids research, 29(10), 2199-2204 (2001-05-23)

Dramatic improvements in ribozyme mimics have been achieved by employing the principles of small molecule catalysis to the design of macromolecular, biomimetic reagents. Ribozyme mimics derived from the ligand 2,9-dimethylphenanthroline (neocuproine) show at least 30-fold improvements in efficiency at sequence-specific

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