4'-(4-Bromophenyl)-2,2':6',2''-terpyridine

Base Information

• Chemical Name: 4'-(4-Bromophenyl)-2,2':6',2''-terpyridine
• CAS No.: 89972-76-9
• Molecular Formula: C21H14BrN3
• Molecular Weight: 388.266
• Hs Code.: 29339900
• European Community (EC) Number: 679-534-7
• DSSTox Substance ID: DTXSID20444563
• Nikkaji Number: J1.047.758A
• Wikidata: Q72511371
• Mol file: 89972-76-9.mol

Synonyms:89972-76-9;4'-(4-Bromophenyl)-2,2':6',2''-terpyridine;4-(4-bromophenyl)-2,6-dipyridin-2-ylpyridine;4'-(4-Bromophenyl)-2,6':2',2''-terpyridine;MFCD06796984;4'-(4-Bromophenyl)-alpha,alpha',alpha''-tripyridyl;4-(4-BROMOPHENYL)-6-(PYRIDIN-2-YL)-2,2'-BIPYRIDINE;YSWG791;2,2':6',2''-Terpyridine, 4'-(4-bromophenyl)-;SCHEMBL3596420;DTXSID20444563;AKOS015899851;AC-8877;CS-W004602;AS-66163;SY055595;B3218;FT-0758055;4'-(4-bromophenyl)-2,2:6" 2"-Terpyidine;A846175;2,2':6',2''-Terpyridine,4'-(4-bromophenyl)-;4-(4'-bromophenyl)-2,6-di(pyridin-2-yl)pyridine;J-400384;4 inverted exclamation mark -(4-Bromophenyl)-2,2 inverted exclamation mark :6 inverted exclamation mark ,2 inverted exclamation mark inverted exclamation mark -terpyridine

Chemical Property of 4'-(4-Bromophenyl)-2,2':6',2''-terpyridine

Chemical Property:

• Melting Point: 162 °C
• Boiling Point: 512.671 °C at 760 mmHg
• PKA: 4.54±0.22(Predicted)
• Flash Point: 263.854 °C
• PSA: 38.67000
• Density: 1.381 g/cm³
• LogP: 5.63510
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 387.03711
• Heavy Atom Count: 25
• Complexity: 384

Purity/Quality:

99% ^*data from raw suppliers

4''-(4-Bromophenyl)-2,2'':6'',2''''-terpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C2=CC(=CC(=N2)C3=CC=CC=N3)C4=CC=C(C=C4)Br
• Uses: 4'-(4-bromophenyl)-2,2':6',2''-terpyridine is a useful research chemical.

Technology Process of 4'-(4-Bromophenyl)-2,2':6',2''-terpyridine

There total 16 articles about 4'-(4-Bromophenyl)-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: 92.0%

(+/-)-2-(4-bromophenyl)oxirane (32017-76-8) + 1-pyridin-2-yl-ethanone oxime (1758-54-9,79462-42-3,81563-77-1) → 4'-(4-bromo-phenyl)-[2,2';6',2'']terpyridine (89972-76-9)

Guidance literature:

at 200 ℃; for 3h; Sealed tube;

DOI:10.1016/j.tetlet.2014.04.003

Reference yield: 91.0%

2-acetylpyridine (1122-62-9) + 4-bromo-benzaldehyde (1122-91-4) → 4'-(4-bromo-phenyl)-[2,2';6',2'']terpyridine (89972-76-9)

Guidance literature:

With ammonium acetate; In water; at 130 ℃; for 0.266667h; microwave irradiation;

DOI:10.1016/j.tet.2006.10.069

Reference yield: 89.0%

1-pyridin-2-yl-ethanone oxime (1758-54-9,79462-42-3,81563-77-1) + 4-bromo-benzaldehyde (1122-91-4) → 4'-(4-bromo-phenyl)-[2,2';6',2'']terpyridine (89972-76-9)

Guidance literature:

In neat (no solvent); at 200 ℃; for 3h; Sealed tube; Neutral conditions;

DOI:10.1055/s-0033-1341109

upstream raw materials:

acetamide

2-acetylpyridine

4-bromo-benzaldehyde

1-[3-oxo-3-(2-pyridyl)propen-1-yl]-4-bromobenzene

Downstream raw materials:

4',4''''-(1,1'-triphenyl)-4,4'-diylbis-2,2':6',2''-terpyridine

Refernces

• 1、 Li, Denghui,Liu, Lian,Ma, Jie,Wang, Huiling,Yang, Honggao,Zhang, Manman. "Preparation of terpyridine-functionalized paramagnetic nickel-zinc ferrite microspheres for adsorbing Pb(II), Hg(II), and Cd(II) from water". . p. 39468 - 39477. Retrieved 2020.
• 2、 Shao, Dong,Shi, Le,Shen, Fu-Xing,Wei, Xiao-Qin,Sato, Osamu,Wang, Xin-Yi. "Reversible On-Off Switching of the Hysteretic Spin Crossover in a Cobalt(II) Complex via Crystal to Crystal Transformation". . p. 11589 - 11598. Retrieved 2019.
• 3、 Liu, Chuan-Lin,Zheng, Cai-Jun,Liu, Xiao-Ke,Chen, Zhan,Yang, Ji-Ping,Li, Fan,Ou, Xue-Mei,Zhang, Xiao-Hong. "Multifunctional terpyridine/diphenylamine derivatives as highly efficient blue fluorescent emitters and red phosphorescent hosts". . p. 1068 - 1076. Retrieved 2015.
• 4、 Juang, Ruey-Shin,Yang, Po-Chih,Wen, Hua-Wen,Lin, Cheng-Yi,Lee, Sih-Ciao,Chang, Ting-Wei. "Synthesis and chemosensory properties of terpyridine-containing diblock polycarbazole through RAFT polymerization". . p. 130 - 137. Retrieved 2015.
• 5、 Manivannan, Ramalingam,Ryu, Jiwon,Son, Young-A. "DPP based dual-sensing probe for the multi-color detection of toxic Co2+/Sn2+ and CN? ions in water: An electronic eye development". . . Retrieved 2021/05/13.
• 6、 Fernández-Terán, Ricardo J.,Sévery, Laurent. "Coordination Environment Prevents Access to Intraligand Charge-Transfer States through Remote Substitution in Rhenium(I) Terpyridinedicarbonyl Complexes". . p. 1325 - 1333. Retrieved 2021/01/11.