4'-CHLORO-2,2':6',2''-TERPYRIDINE

Base Information

• Chemical Name: 4'-CHLORO-2,2':6',2''-TERPYRIDINE
• CAS No.: 128143-89-5
• Molecular Formula: C15H10ClN3
• Molecular Weight: 267.717
• Hs Code.: 29333990
• European Community (EC) Number: 626-940-7
• DSSTox Substance ID: DTXSID00349885
• Nikkaji Number: J1.085.639F
• Wikidata: Q82125425
• ChEMBL ID: CHEMBL2205805
• Mol file: 128143-89-5.mol

Synonyms:4'-Chloro-2,2,2':6',2''-terpyridine;4'-Chloro-2,2':6',2''-terpyridine;

Chemical Property of 4'-CHLORO-2,2':6',2''-TERPYRIDINE

Chemical Property:

• Appearance/Colour: brown crystalline powder
• Melting Point: 148-150 °C(lit.)
• Refractive Index: 1.6010 (estimate)
• Boiling Point: 421.4 °C at 760 mmHg
• PKA: 4.22±0.22(Predicted)
• Flash Point: 241.2 °C
• PSA: 38.67000
• Density: 1.265 g/cm³
• LogP: 3.85900
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 267.0563250
• Heavy Atom Count: 19
• Complexity: 261

Purity/Quality:

98% ^*data from raw suppliers

4''-Chloro-2,2’:6’,2”-terpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C2=CC(=CC(=N2)C3=CC=CC=N3)Cl
• Uses: 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).

Technology Process of 4'-CHLORO-2,2':6',2''-TERPYRIDINE

There total 5 articles about 4'-CHLORO-2,2':6',2''-TERPYRIDINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

4'-hydroxy-2,2':6',2''-terpyridine (101003-65-0) → 4'-Chloro-2,2':6',2''-terpyridine (128143-89-5)

Guidance literature:

With phosphorus pentachloride; trichlorophosphate; for 12h; Reflux;

DOI:10.1039/c7nj03175k

Reference yield: 68.0%

2,2':6',2'-terpyridin-4'-(1'H)-one acetic acid adduct (474745-38-5) → 4'-Chloro-2,2':6',2''-terpyridine (128143-89-5)

Guidance literature:

With phosphorus pentachloride; trichlorophosphate; at 125 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.tet.2014.09.074

Reference yield: 62.0%

2,2':6',2''-Terpyridin-4'(1'H)-one (128143-88-4) → 4'-Chloro-2,2':6',2''-terpyridine (128143-89-5)

Guidance literature:

With phosphorus pentachloride; trichlorophosphate; for 12h; Heating;

DOI:10.1039/DT9900001405

upstream raw materials:

2,2':6',2''-Terpyridin-4'(1'H)-one

ethyl-2-picolinate

1,5-bis(2′-pyridyl)pentane-1,3,5-trione

4'-hydroxy-2,2':6',2''-terpyridine

Downstream raw materials:

4-<4'-Oxa-(2,2':6',2''-terpyridinyl)>butanoic acid

[Ni(4'-Cl-2,2':6',6''-terpyridine)(2,6-dimethylphenyl)]Br

bis(4'-(2,2';6',2''-terpyridyl))phenylamine

C₂₁H₂₄N₄O₃

Refernces

• 1、 Karges, Johannes,Xiong, Kai,Blacque, Olivier,Chao, Hui,Gasser, Gilles. "Highly cytotoxic copper(II) terpyridine complexes as anticancer drug candidates". supporting information. . Retrieved 2020/11/26.
• 2、 Yang, Hewei,Wang, An,Zhang, Limin,Zhou, Xinyu,Yang, Guang,Li, Yanjie,Zhang, Yuzhe,Zhang, Bao,Song, Jian,Feng, Yaqing. "Healable terpyridine-based supramolecular gels and the luminescent properties of the rare earth metal complex". . p. 15173 - 15179. Retrieved 2017/12/15.