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

Base Information

• Chemical Name: 4'-Bromo-2,2':6',2''-terpyridine
• CAS No.: 149817-62-9
• Molecular Formula: C15H10BrN3
• Molecular Weight: 312.168
• Hs Code.: 29333990
• European Community (EC) Number: 679-533-1
• DSSTox Substance ID: DTXSID80442565
• Nikkaji Number: J913.872B
• Wikidata: Q72512590
• Mol file: 149817-62-9.mol

Synonyms:4'-Bromo-2,2':6',2''-terpyridine;149817-62-9;4-bromo-2,6-dipyridin-2-ylpyridine;2,2':6',2''-Terpyridine, 4'-bromo-;4/'-Bromo-2,2/':6/',2/'/'-terpyridine;SCHEMBL2138914;DTXSID80442565;CJRRILXBSCRHKN-UHFFFAOYSA-N;BCP12658;MFCD06796965;4'-Bromo-2,2'6'2''-terpyridine;4-bromo-2,6-bis(2-pyridyl)pyridine;AKOS015914729;CS-W004593;4'-bromo-2,2';6',2''-terpyridine;AC-31275;DS-16236;4'-Bromo-alpha,alpha',alpha''-tripyridyl;B3219;FT-0697723;W11429;A853884;J-400559

Chemical Property of 4'-Bromo-2,2':6',2''-terpyridine

Chemical Property:

• Melting Point: 139 °C
• Boiling Point: 422.256 °C at 760 mmHg
• PKA: 4.20±0.22(Predicted)
• Flash Point: 209.173 °C
• PSA: 38.67000
• Density: 1.446 g/cm³
• LogP: 3.96810
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 311.00581
• Heavy Atom Count: 19
• Complexity: 261

Purity/Quality:

98% ^*data from raw suppliers

4''-Bromo-2,2'':6'',2''''-terpyridine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C2=CC(=CC(=N2)C3=CC=CC=N3)Br
• Uses: 4''-Bromo-2,2'':6'',2''''-terpyridine is used in preparation of xanthene-based compounds as organic electroluminescent material for OLED.

Technology Process of 4'-Bromo-2,2':6',2''-terpyridine

There total 10 articles about 4'-Bromo-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: 99.0%

4'-{[(Trifluoromethyl)sulfonyl]oxy}-2,2':6',2''-terpyridine (134653-69-3) → 4'-bromo-2,2':6',2''-terpyridine (149817-62-9)

Guidance literature:

With hydrogen bromide; acetic acid;

DOI:10.1016/j.ica.2020.120137

Reference yield: 91.0%

2,2':6,2''-terpyridine (1148-79-4) → 4'-bromo-2,2':6',2''-terpyridine (149817-62-9)

Guidance literature:

With hydrogen bromide; dihydrogen peroxide; In methanol; water; at 20 ℃; for 20h;

DOI:10.1016/j.tetlet.2010.11.022

Reference yield: 86.0%

2,2':6',2''-Terpyridin-4'(1'H)-one (128143-88-4) → 4'-bromo-2,2':6',2''-terpyridine (149817-62-9)

Guidance literature:

With phosphorus pentabromide; phosphorus(V) oxybromide; at 100 ℃; for 12h;

DOI:10.1021/ja020651q

upstream raw materials:

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

tributylethynyltin

3,5-di(pyridin-2-yl)-1,2,4-triazine

4'-{[(Trifluoromethyl)sulfonyl]oxy}-2,2':6',2''-terpyridine

Downstream raw materials:

4’-[phenylethynyl]-2,2’:6’,2’’-terpyridine

4′,4′′′′-(1,3-phenylene)bis(2,2′:6′,2″)-terpyridine

Refernces

• 1、 Adeloye, Adewale O.,Ajibade, Peter A.. "Synthesis, characterization and preliminary investigation of the electro redox properties of anthracenyl-functionalized terpyridyl ligands". . p. 274 - 277. Retrieved 2011.
• 2、 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.
• 3、 Aguiló, Elisabet,Moro, Artur J.,Gavara, Raquel,Alfonso, Ignacio,Pérez, Yolanda,Zaccaria, Francesco,Guerra, Célia Fonseca,Malfois, Marc,Baucells, Clara,Ferrer, Montserrat,Lima, Jo?o Carlos,Rodríguez, Laura. "Reversible Self-Assembly of Water-Soluble Gold(I) Complexes". supporting information. p. 1017 - 1028. Retrieved 2018/02/14.