1,3,5-Tri(pyridin-4-yl)benzene

Base Information

• Chemical Name: 1,3,5-Tri(pyridin-4-yl)benzene
• CAS No.: 170165-84-1
• Molecular Formula: C21H15N3
• Molecular Weight: 309.37
• DSSTox Substance ID: DTXSID50514384
• Nikkaji Number: J1.268.950K
• Wikidata: Q82374690
• Mol file: 170165-84-1.mol

Synonyms:1,3,5-tri(pyridin-4-yl)benzene;170165-84-1;1,3,5-Tri(4-pyridyl)benzene;1,3,5-tris(4-pyridyl)benzene;Pyridine, 4,4',4''-(1,3,5-benzenetriyl)tris-;4-(3,5-dipyridin-4-ylphenyl)pyridine;4-[3,5-BIS(PYRIDIN-4-YL)PHENYL]PYRIDINE;MFCD29049593;1,3,5-trispyridylbenzene;YSZC500;SCHEMBL445671;DTXSID50514384;BCP25936;VGA16584;AC4685;AKOS028113793;AS-66141;SY248191;CS-0110378;4,4',4''-(Benzene-1,3,5-triyl)tripyridine;J-400094

Chemical Property of 1,3,5-Tri(pyridin-4-yl)benzene

Chemical Property:

• Melting Point: >300 °C
• Boiling Point: 488.6±40.0 °C(Predicted)
• PKA: 4.96±0.10(Predicted)
• PSA: 38.67000
• Density: 1.167±0.06 g/cm3(Predicted)
• LogP: 4.87260
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 309.126597491
• Heavy Atom Count: 24
• Complexity: 298

Purity/Quality:

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

1,3,5-Tri(pyridin-4-yl)benzene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC=C1C2=CC(=CC(=C2)C3=CC=NC=C3)C4=CC=NC=C4

Technology Process of 1,3,5-Tri(pyridin-4-yl)benzene

There total 2 articles about 1,3,5-Tri(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: 90.0%

1,3,5-trisbromobenzene (626-39-1) + 4-trimethylstannyl-pyridine (59020-06-3) → 1,3,5-tri(pyridin-4-yl)benzene (170165-84-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; lithium chloride; In toluene; at 110 ℃;

DOI:10.1016/00404-0399(50)0983J-

Reference yield: 86.0%

1,3,5-trisbromobenzene (626-39-1) + 4-pyridylboronic acid (1692-15-5) → 1,3,5-tri(pyridin-4-yl)benzene (170165-84-1)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; dichloromethane; water; for 48h; Reflux;

DOI:10.1021/ol800796h

Reference yield: 90.0%

1,3,5-tri(pyridin-4-yl)benzene (170165-84-1) + Pd(bis(1,3-diphenylphosphino)propane)(CF3SO3)2 → [Pd3(μ3-1,3,5-tri(4-pyridyl)benzene)2(dppp)3](OTf)6

Guidance literature:

In dichloromethane; (Ar); Pd complex and ligand in CH2Cl2 stirred for 3 h at ambient temp.; filtered, concd., pptd. (pentane), dried (vac.);

DOI:10.1016/j.ica.2004.01.013

upstream raw materials:

1,3,5-trisbromobenzene

4-trimethylstannyl-pyridine

4-pyridylboronic acid

Refernces

• 1、 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". supporting information. p. 2526 - 2536. Retrieved 2018/02/19.
• 2、 Fujita, Makoto,Oka, Hiroko,Ogura, Katsuyuki. "Palladium(O)/LiCl Promoted Cross-Coupling Reaction of (4-Pyridyl)stannanes and Aromatic Bromides: Easy Access to Poly(4-pyridyl)-Substituted Aromatics". . p. 5247 - 5250. Retrieved 2007/10/02.