4′-Chloro-2,2′:6′,2′′-terpyridine - ≥98% , CAS No.128143-89-5

CAS: 128143-89-5 Cat. No.: C136084 Molecular Weight: 267.71 EC Number: 626-940-7

GRADE & PURITY ≥98%

Synonyms

YSWG811 | 2,2':6',2''-Terpyridine, 4'-chloro- | 4'-Chloro-2,2':6',2''-terpyridine | 4'-chloro-2,2':6',2''-terpy-ridine | 4'-Chloro-2,2':6',2'-terpyridine | 4-Chloro-2,2:6,2-Terpyridine | MFCD00191930 | AMS_CNC_ID-110981057 | 4'-Chloro-2,2'6'2''-Terpyridin

Storage

Room temperature

Shipped In

Normal

Overview

Product Describtion:

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. Mol-ecules assemble themselves into stacked columns along the b axis, with an inter-planar distance of 3.51?. 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.
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

Product Application:

4'-Chloro-2,2':6',2''-terpyridine is widely utilized in the field of supramolecular chemistry, which is used to manufacture double helicates, dendrimers, micelles and metallo-supramolecular polymers. It is used to synthesize the mono- and bis-terpyridines. It is actively involved in Williamson type ether reactions alpha,µ-bishydroxy-functionalized poly(propylene oxide).

Specifications

Synonyms

YSWG811 | 2, 2':6', 2''-Terpyridine, 4'-chloro- | 4'-Chloro-2, 2':6', 2''-terpyridine | 4'-chloro-2, 2':6', 2''-terpy-ridine | 4'-Chloro-2, 2':6', 2'-terpyridine | 4-Chloro-2, 2:6, 2-Terpyridine | MFCD00191930 | AMS_CNC_ID-110981057 | 4'-Chloro-2, 2'6'2''-Terpyridin

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488191025
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488191025
• Canonical Smiles: C1=CC=NC(=C1)C2=CC(=CC(=N2)C3=CC=CC=N3)Cl
• IUPAC Name: 4-chloro-2,6-dipyridin-2-ylpyridine
• InChIKey: AHEMFMCEBIJRMU-UHFFFAOYSA-N
• 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
• Isomeric SMILES: C1=CC=NC(=C1)C2=CC(=CC(=N2)C3=CC=CC=N3)Cl
• WGK Germany: 3
• Molecular Weight: 267.71
• Reaxy-Rn: 3613386
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3613386&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyridines and derivatives
      • Subclass Bipyridines and oligopyridines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyridines and derivatives
• Subclass: Bipyridines and oligopyridines
• Intermediate Tree Nodes: Not available
• Direct Parent: Bipyridines and oligopyridines
• Alternative Parents: Aryl chlorides Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Bipyridine - Aryl halide - Aryl chloride - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Organochloride - Organohalogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as bipyridines and oligopyridines. These are organic compounds containing two pyridine rings linked to each other.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

CCR1 Tchem C-C chemokine receptor type 1 (1730 Activities)

Discover Target: CCR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CCR5 Tclin C-C chemokine receptor type 5 (5640 Activities)

Discover Target: CCR5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Slightly soluble in water.
• Melt Point(°C): 148-150°C
• Molecular Weight: 267.710 g/mol
• XLogP3: 3.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 267.056 Da
• Monoisotopic Mass: 267.056 Da
• Topological Polar Surface Area: 38.700 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 261.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Jun Wang, Qianbo Zhang, Zhiming Chen, Xin Lan, Wenjing Shi, Zhiqiang Li.  (2023)  Tailoring photoluminescence and multifunctionalities of lanthanide coordination complexes employing ligand-controlled aggregation states.  Inorganic Chemistry Frontiers,  10  (20): (6077-6085).  [PMID:] [10.1039/D3QI01071F]

2. Chang-An Xu, Xingchi Li, Zhengbang Tong, Zhuangzhuang Chu, Heng Fang, Yang Hu, Xudong Chen, Zhuohong Yang.  (2024)  Mimosa inspired intelligent anti-corrosive composite coating by incorporating lignin and pyridine derivatives grafted graphene oxide.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.149316]