2,6-Bis(2-benzimidazolyl)pyridine

Base Information

• Chemical Name: 2,6-Bis(2-benzimidazolyl)pyridine
• CAS No.: 28020-73-7
• Molecular Formula: C19H13N5
• Molecular Weight: 311.346
• Hs Code.: 29333990
• European Community (EC) Number: 624-875-9
• DSSTox Substance ID: DTXSID20353383
• Nikkaji Number: J824.370K
• Wikidata: Q82130958
• ChEMBL ID: CHEMBL524786
• Mol file: 28020-73-7.mol

Synonyms:2,6-bis(2-benzimidazolyl)pyridine;2,6-bis(benzimidazol-2-yl)pyridine

Chemical Property of 2,6-Bis(2-benzimidazolyl)pyridine

Chemical Property:

• Vapor Pressure: 1.68E-17mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Refractive Index: 1.78
• Boiling Point: 664 °C at 760 mmHg
• PKA: 10.36±0.10(Predicted)
• Flash Point: 311.4 °C
• PSA: 70.25000
• Density: 1.386 g/cm³
• LogP: 4.16820
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 311.11709544
• Heavy Atom Count: 24
• Complexity: 406

Purity/Quality:

99% ^*data from raw suppliers

2,6-Bis(2-benzimidazolyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=N2)C3=NC(=CC=C3)C4=NC5=CC=CC=C5N4
• Uses: 2,6-Bis(2-benzimidazolyl)pyridine may be employed as a chemosensor for the detection of fluoride ions. It may be used as a sensor for the detection of toxic metabolites of benzene such as phenol, hydroquinone, resorcinol, catechol and p-benzoquinone.

Technology Process of 2,6-Bis(2-benzimidazolyl)pyridine

There total 5 articles about 2,6-Bis(2-benzimidazolyl)pyridine 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: 96.0%

Pyridine-2,6-dicarboxylic acid (499-83-2) + 1,2-diamino-benzene (95-54-5) → 2,6-bis(benzimidazole-2'-yl)pyridine (28020-73-7)

Guidance literature:

With phosphoric acid; at 220 ℃; for 4h;

DOI:10.1016/j.molstruc.2013.03.035

Reference yield: 94.0%

2,6-bis{[(2-aminophenyl)imino]methyl}pyridine → 2,6-bis(benzimidazole-2'-yl)pyridine (28020-73-7)

Guidance literature:

With iodine; In methanol; dichloromethane; for 5h;

DOI:10.1023/B:RUCB.0000030807.35988.a5

Reference yield: 85.0%

Cu(OAc)2*2,6-bis(benzoimidazolyl)pyridine → 2,6-bis(benzimidazole-2'-yl)pyridine (28020-73-7)

Guidance literature:

With sodium sulfide; In methanol; for 0.5h;

DOI:10.1023/B:RUCB.0000030807.35988.a5

upstream raw materials:

Pyridine-2,6-dicarboxylic acid

1,2-diamino-benzene

Downstream raw materials:

2,6-bis<1-(3,5-dimethoxybenzyl)benzimidazol-2-yl>pyridine

2,6-bis(1-methyl-1H-benzo[d]imidazol-2-yl)pyridine

[Cr(2,6-bis(benzimidazol-2-yl)pyridine^(1-))2]Cl

NC₅H₃(CNC₆H₄NCH₂C₆H₂(CH₃)3)2

Refernces

• 1、 Aghatabay, Naz M.,Neshat,Karabiyik,Somer,Haciu,Duelger. "Synthesis, characterization and antimicrobial activity of Fe(II), Zn(II), Cd(II) and Hg(II) complexes with 2,6-bis(benzimidazol-2-yl) pyridine ligand". . p. 205 - 213. Retrieved 2007.
• 2、 Fares, Mohamed,Gale, Philip A.,Howe, Ethan N. W.,Keller, Paul A.,Lewis, William,Pérez-Tomás, Ricardo,Ramesh, Deepthi,Wu, Xin. "Stimuli-Responsive Cycloaurated “OFF-ON” Switchable Anion Transporters". . p. 17614 - 17621. Retrieved 2020.
• 3、 Mashraqui, Sabir H.,Chandiramani, Mukesh,Ghorpade, Sushil,Upathayay, Jyoti,Mestri, Rupesh,Chilekar, Aniket. "A simple 2,6-bis(2-benzimidazole)pyridyl incorporated optical probe affording selective ratiometric targeting of biologically and environmentally significant Zn2+ under buffer condition". . p. 129 - 135. Retrieved 2016.
• 4、 Rajnák, Cyril,Titi?, Ján,Fuhr, Olaf,Ruben, Mario,Bo?a, Roman. "Low spin Fe(II) complexes formed of monosubstitued 2,6-bis(2-benzimidazolyl)pyridine ligands". . p. 122 - 131. Retrieved 2017.
• 5、 Jiang, Kai,Chen, Si-Hong,Luo, Shi-He,Pang, Chu-Ming,Wu, Xin-Yan,Wang, Zhao-Yang. "Concise design and synthesis of water-soluble fluorescence sensor for sequential detection of Zn(II) and picric acid via cascade mechanism". . p. 164 - 173. Retrieved 2019.
• 6、 Musiu, Simone,Pürstinger, Gerhard,Stallinger, Sylvia,Vrancken, Robert,Haegeman, Andy,Koenen, Frank,Leyssen, Pieter,Froeyen, Mathy,Neyts, Johan,Paeshuyse, Jan. "Substituted 2,6-bis(benzimidazol-2-yl)pyridines: A novel chemical class of pestivirus inhibitors that targets a hot spot for inhibition of pestivirus replication in the RNA-dependent RNA polymerase". . p. 71 - 79. Retrieved 2014.
• 7、 Chetia, Bolin,Goutam, Prasanta J.,Chipem, Francis A.S.,Iyer, Parameswar K.. "Thiourea recognition by 2,6-bis(2-benzimidazolyl)pyridine using spectroscopic techniques and DFT". . p. 32 - 36. Retrieved 2013.
• 8、 Balamurugan, Selvaraj,Ganesan, Shanmugam. "Novel cobalt redox materials admitted in natrosol polymer with a thiophene based additive as a gel polymer electrolyte to tune up the efficiency of dye sensitized solar cells". . . Retrieved 2020.
• 9、 Yang, Yan,Li, Chang-Gui,Luo, Xu-Jian,Luo, Zhi-Hui,Liu, Rong-Jun,Jiang, Yue-Xiu,Liang, Wei-Jiang. "The Lone-Pair Stereochemistry and Its Effect on Supramolecular Interaction of Dinuclear Pb(II) Dicarboxylate Compound with 2,6-Bis(benzimidazolyl)pyridine". . p. 1376 - 1380. Retrieved 2016.
• 10、 Xu, Ye Wei,Tang, Jie,Chang, Guan Jun,Zhu, Fang Hua,Zhang, Lin. "Synthesis of pyridine-based poly(N-arylenebenzimidazole sulfone)". . p. 871 - 874. Retrieved 2012.