CAS 128143-89-5 4-Chloro-2,2:6,2-terpyridine

Synonyms

ZB000809; AKOS015891546; KS-00001KND; 4'-chloro-[2,2'; 4-chloro-2,6-di(2-pyridyl)pyridine; J-400573; AHEMFMCEBIJRMU-UHFFFAOYSA-N; SY050155; 4-chloro-2,6-bis(2-pyridinyl)pyridine; CS-W004586;

IUPAC Name

4-chloro-2,6-dipyridin-2-ylpyridine;

Molecular Weight

267.716g/mol

Molecular Formula

C15H10ClN3;

Canonical SMILES

C1=CC=NC(=C1)C2=CC(=CC(=N2)C3=CC=CC=N3)Cl;

InChI

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;

InChI Key

AHEMFMCEBIJRMU-UHFFFAOYSA-N;

Complexity

261

Covalently-Bonded Unit Count

Exact Mass

267.056g/mol

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

267.056g/mol

Rotatable Bond Count

Topological Polar Surface Area

38.7A^2

Application

4-Chloro-2,2:6,2-terpyridine is a versatile brown crystalline powder that plays a significant role in supramolecular chemistry. It serves as a tridentate ligand with a Cl site at the 4-position and is instrumental in the creation of double helicates, dendrimers, micelles, and metallo-supramolecular polymers. The compound's ability to coordinate with various metal ions enables the formation of diverse coordination polymers. Notably, its terpyridine unit exhibits a trans, trans conformation, contributing to the self-assembly of molecules into stacked columns with an inter-planar distance of 3.51 Å. Additionally, 4-Chloro-2,2:6,2-terpyridine is actively involved in Williamson type ether reactions, facilitating the synthesis of mono- and bis-terpyridines as well as reactions with alpha,μ-bishydroxy-functionalized poly(propylene oxide) and α-hydroxy-ω-carboxy-functionalized poly(ethylene oxide) to produce monoterpyridine terminated telechelics.

February 1, 2025

Versatile Reagent in Supramolecular Chemistry Research

4-Chloro-2,2':6',2''-terpyridine from Alfa Chemistry is exceptional. Ideal for synthesizing metallo-supramolecular polymers. Its reactivity in forming coordination complexes significantly enhanced our supramolecular chemistry projects. Highly recommend for advanced research applications.