405868

4′-Chloro-2,2′:6′,2′′-terpyridine

99%

• Empirical Formula (Hill Notation): C₁₅H₁₀ClN₃
• CAS Number: 128143-89-5
• Molecular Weight: 267.71
• MDL number: MFCD00191930
• UNSPSC Code: 12352100
• PubChem Substance ID: 24865338
• NACRES: NA.22

Properties

• Assay: 99%
• greener alternative product score: old score: 51; new score: 35; Find out more about DOZN™ Scoring
• greener alternative product characteristics: 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: Greener Alternative Product
• mp: 148-150 °C (lit.)
• functional group: chloro
• greener alternative category: Re-engineered,
• SMILES string: 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
• InChI key: AHEMFMCEBIJRMU-UHFFFAOYSA-N

Description

General description

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.[1] 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.[2] It undergoes Williamson type ether reactions with α,ω-bishydroxy-functionalized poly(propylene oxide).[3] It undergoes Williamson type reaction with α-hydroxy-ω-carboxy-functionalized poly(ethylen-oxide) to afford monoterpyridine terminated telechelics.[4]

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Atom Economy”, “Less Hazardous Chemical Syntheses”, “Safer Solvents and Auxiliaries” and “Use of Renewable Feedstock”. Click here to view its DOZN scorecard.

Application

4′-Chloro-2,2′:6′,2′′-terpyridine may be used in the preparation of the following:

• mono- and bis-terpyridines[5]
• bis-hydroxy-functionalized terpyridine cadmium(II) complex and a fullerene derivative[5]
• 4-functionalized 2,2´:6´,2´´-terpyridines, building blocks for novel supramolecular structures, such as double helicates, dendrimers, micelles and metallo-supramolecular polymers[6]

Safety Information

• Pictograms: GHS06,GHS05
• Signal Word: Danger
• Hazard Statements: H301,H315,H318,H335
• Precautionary Statements: P261 - P264 - P280 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves