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Sigma-Aldrich

4′-Chloro-2,2′:6′,2′′-terpyridine

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99%

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About This Item

Fórmula empírica (Notação de Hill):
C15H10ClN3
Número CAS:
Peso molecular:
267.71
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22

Ensaio

99%

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old score: 51
new score: 35
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características do produto alternativo mais ecológico

Waste Prevention
Atom Economy
Less Hazardous Chemical Syntheses
Safer Solvents and Auxiliaries
Use of Renewable Feedstocks
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sustainability

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pf

148-150 °C (lit.)

categoria alternativa mais ecológica

cadeia de caracteres SMILES

Clc1cc(nc(c1)-c2ccccn2)-c3ccccn3

InChI

1S/C15H10ClN3/c16-11-9-14(12-5-1-3-7-17-12)19-15(10-11)13-6-2-4-8-18-13/h1-10H

chave InChI

AHEMFMCEBIJRMU-UHFFFAOYSA-N

Descrição geral

4′-Chloro-2,2′:6′,2′′-terpyridine (4′-Cltpy, Cltpy, Cl-terpy) is a tridentate ligand that contains a terpyridine (tpy) site with a Cl site at the 4 -position. It coordinates with various metal ions through these two sites to form different coordination polymers. Crystal structure study shows terpyridine unit of Cltpy adopts a trans, trans conformation. Mol­ecules assemble themselves into stacked columns along the b axis, with an inter­planar distance of 3.51Å. It undergoes Williamson type ether reactions with α,ω-bishydroxy-functionalized poly(propylene oxide). It undergoes Williamson type reaction with α-hydroxy-ω-carboxy-functionalized poly(ethylen-oxide) to afford monoterpyridine terminated telechelics.
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Aplicação

4′-Chloro-2,2′:6′,2′′-terpyridine may be used in the preparation of the following:
  • mono- and bis-terpyridines
  • bis-hydroxy-functionalized terpyridine cadmium(II) complex and a fullerene derivative
  • 4-functionalized 2,2´:6´,2´´-terpyridines, building blocks for novel supramolecular structures, such as double helicates, dendrimers, micelles and metallo-supramolecular polymers

Pictogramas

Skull and crossbonesCorrosion

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Certificados de análise (COA)

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Synthesis, Characterization, Crystal Structure, and Biological Studies of a Cadmium (II) Complex with a Tridentate Ligand 4'-Chloro-2,2':6',2''-Terpyridine.
Saghatforoush LA, et al.
Bioinorganic Chemistry and Applications, 2011 (2011)
New 4'-Functionalized 2, 2': 6', 2''-Terpyridines for Applications in Macromolecular Chemistry and Nanoscience.
Andres PR, et al.
European Journal of Organic Chemistry, 2003(19), 3769-3776 (2003)
Functionalized oligomers and copolymers with metal complexing segments: a simple and high yield entry towards 2, 2': 6', 2 ?-terpyridine monofunctionalized telechelics.
Schubert US and Eschbaumer C.
Macromolecular Symposia, 163(1) (2001)
Access to supramolecular polymers: Large scale synthesis of 4'-chloro-2, 2': 6', 2''-terpyridine and an application to poly (propylene oxide) telechelics.
Schubert US, et al.
Designed Monomers and Polymers, 5(2-3), 211-221 (2002)
4'-Chloro-2, 2': 6', 2''-terpyridine.
Beves JE, et al.
Acta Crystallographica Section E, Structure Reports Online, 62(6), o2497-o2498 (2006)

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