1,4-DI(Pyridin-4-YL)benzene

Base Information

• Chemical Name: 1,4-DI(Pyridin-4-YL)benzene
• CAS No.: 113682-56-7
• Molecular Formula: C16H12N2
• Molecular Weight: 232.285
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90413261
• Nikkaji Number: J484.662A
• Wikidata: Q82221201
• Mol file: 113682-56-7.mol

Synonyms:1,4-DI(PYRIDIN-4-YL)BENZENE;113682-56-7;4-(4-pyridin-4-ylphenyl)pyridine;1,4-bis(pyrid-4-yl)benzene;Pyridine, 4,4'-(1,4-phenylene)bis-;1,4-Di(4-pyridyl)benzene;YSZC154;SCHEMBL135626;1,4-Bis(4-pyridinyl)benzene;DTXSID90413261;4,4'-(1,4-Phenylene)dipyridine;4-[4-(4-Pyridyl)phenyl]pyridine;4,4'-(1,4-Phenylene)bispyridine;AMY28691;MFCD00445845;AKOS022186514;AB89923;AS-30027;CS-0098801;FT-0707891;P1550;10.14272/MAWKLXRVKVOYLR-UHFFFAOYSA-N;10.14272/MAWKLXRVKVOYLR-UHFFFAOYSA-N.1;A894336;doi:10.14272/MAWKLXRVKVOYLR-UHFFFAOYSA-N;doi:10.14272/MAWKLXRVKVOYLR-UHFFFAOYSA-N.1

Chemical Property of 1,4-DI(Pyridin-4-YL)benzene

Chemical Property:

• Melting Point: 167-170 °C
• Boiling Point: 417.4±25.0 °C(Predicted)
• PKA: 5.25±0.10(Predicted)
• PSA: 25.78000
• Density: 1.125±0.06 g/cm3(Predicted)
• LogP: 3.81060
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 232.100048391
• Heavy Atom Count: 18
• Complexity: 208

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,4-Di(pyridin-4-yl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=NC=C2)C3=CC=NC=C3

Technology Process of 1,4-DI(Pyridin-4-YL)benzene

There total 13 articles about 1,4-DI(Pyridin-4-YL)benzene 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: 95.1%

1.4-dibromobenzene (106-37-6) + 4-pyridylboronic acid (1692-15-5) → 1,4-bis(4-pyridyl)benzene (113682-56-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; ethanol; water; at 160 ℃; for 0.5h; Microwave irradiation;

DOI:10.1002/chem.201101785

Reference yield: 90.0%

4-bromopyridin (1120-87-2) + 1,4-Phenyldiboronic acid (4612-26-4) → 1,4-bis(4-pyridyl)benzene (113682-56-7)

Guidance literature:

With C₃₇H₄₅ClN₂O₃PPd; potassium carbonate; In ethanol; water; at 80 ℃; for 6h; Inert atmosphere; Schlenk technique;

DOI:10.1007/s11243-015-9942-1

Reference yield: 89.7%

1.4-dibromobenzene (106-37-6) + 4-pyridineboronic acid pinacol ester (181219-01-2) → 1,4-bis(4-pyridyl)benzene (113682-56-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; toluene; at 80 - 90 ℃; for 72h; Inert atmosphere;

DOI:10.1002/cssc.201903541

upstream raw materials:

pyridine

4-(pyridin-4-yl)aniline

1.4-dibromobenzene

4-trimethylstannyl-pyridine

Refernces

• 1、 Takahashi, Kazuko,Nihira, Takayasu. "One-Pot Synthesis and Redox Properties of Conjugation-Extended 4,4'-Bipyridines and Related Compounds. New Ligands Consisting of a Heterocyclic Three-Ring Assembly". . p. 1855 - 1859. Retrieved 1992.
• 2、 Kato, Minami,Sano, Hikaru,Kiyobayashi, Tetsu,Yao, Masaru. "Viologen Derivatives Extended with Aromatic Rings Acting as Negative Electrode Materials for Use in Rechargeable Molecular Ion Batteries". . p. 2379 - 2385. Retrieved 2020.
• 3、 Knight, Lisa K.,Vukotic, V. Nicholas,Viljoen, Elizabeth,Caputo, Christopher B.,Loeb, Stephen J.. "Eliminating the need for independent counterions in the construction of metal-organic rotaxane frameworks (MORFs)". . p. 5585 - 5587. Retrieved 2009.
• 4、 Barnes, Jonathan C.,Jurí?ek, Michal,Strutt, Nathan L.,Frasconi, Marco,Sampath, Srinivasan,Giesener, Marc A.,McGrier, Psaras L.,Bruns, Carson J.,Stern, Charlotte L.,Sarjeant, Amy A.,Stoddart, J. Fraser. "ExBox: A polycyclic aromatic hydrocarbon scavenger". . p. 183 - 192. Retrieved 2013.
• 5、 Zheng, Tao,Li, Lianwei. "{[Ru(bda)]:XLy}n cross-linked coordination polymers: Toward efficient heterogeneous catalysis for water oxidation in an organic solvent-free system". . p. 2526 - 2536. Retrieved 2018.
• 6、 Pal, Tapan K.,Neogi, Subhadip,Bharadwaj, Parimal K.. "Versatile Tailoring of Paddle-Wheel ZnII Metal-Organic Frameworks through Single-Crystal-to-Single-Crystal Transformations". . p. 16083 - 16090. Retrieved 2015.
• 7、 Sen, Susan,Neogi, Subhadip,Aijaz, Arshad,Xu, Qiang,Bharadwaj, Parimal K.. "Structural variation in Zn(ii) coordination polymers built with a semi-rigid tetracarboxylate and different pyridine linkers: Synthesis and selective CO2 adsorption studies". . p. 6100 - 6107. Retrieved 2014.
• 8、 Grosjean, Sylvain,Hassan, Zahid,W?ll, Christof,Br?se, Stefan. "Diverse Multi-Functionalized Oligoarenes and Heteroarenes for Porous Crystalline Materials". . p. 1446 - 1460. Retrieved 2018/10/24.