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Key Documents

405868

Sigma-Aldrich

4′-Chloro-2,2′:6′,2′′-terpyridine

greener alternative

99%

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About This Item

Formule empirique (notation de Hill):
C15H10ClN3
Numéro CAS:
Poids moléculaire :
267.71
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Pureté

99%

Score du produit alternatif plus écologique

old score: 51
new score: 35
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Caractéristiques du produit alternatif plus écologique

Waste Prevention
Atom Economy
Less Hazardous Chemical Syntheses
Safer Solvents and Auxiliaries
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

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Pf

148-150 °C (lit.)

Autre catégorie plus écologique

Chaîne 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

Clé InChI

AHEMFMCEBIJRMU-UHFFFAOYSA-N

Description générale

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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Application

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

Pictogrammes

Skull and crossbonesCorrosion

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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)
4'-Functionalized 2, 2': 6', 2 ?-terpyridines as building blocks for supramolecular chemistry and nanoscience.
Schubert US, et al.
Tetrahedron Letters, 42(28), 4705-4707 (2001)
4'-Chloro-2, 2': 6', 2''-terpyridine.
Beves JE, et al.
Acta Crystallographica Section E, Structure Reports Online, 62(6), o2497-o2498 (2006)
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)

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