2,6-Diphenylpyridine

Base Information

• Chemical Name: 2,6-Diphenylpyridine
• CAS No.: 3558-69-8
• Molecular Formula: C17H13N
• Molecular Weight: 231.297
• Hs Code.: 29333990
• European Community (EC) Number: 222-620-2
• NSC Number: 133378
• UNII: ZI75V15Y1T
• DSSTox Substance ID: DTXSID7022209
• Nikkaji Number: J149.747B
• Wikidata: Q27295565
• ChEMBL ID: CHEMBL1330164
• Mol file: 3558-69-8.mol

Synonyms:2,5-diphenylpyridine;2,5DPhPy;2,6-diphenylpyridine;2,6-DPhPy;3,5-diphenylpyridine;3,5DPhPy

Chemical Property of 2,6-Diphenylpyridine

Chemical Property:

• Appearance/Colour: white to almost white crystals or powder
• Vapor Pressure: 3.75E-06mmHg at 25°C
• Melting Point: 73-77 °C
• Refractive Index: 1.605
• Boiling Point: 397 °C at 760 mmHg
• PKA: 3.83±0.10(Predicted)
• Flash Point: 166.4 °C
• PSA: 12.89000
• Density: 1.084 g/cm³
• LogP: 4.41560
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 231.104799419
• Heavy Atom Count: 18
• Complexity: 214

Purity/Quality:

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

2,6-Diphenylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36/37-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CC=C(C=C1)C2=NC(=CC=C2)C3=CC=CC=C3
• Uses: 2,6-Diphenylpyridine is used as a tridentate [C?N?C] dianionic ligand in organogold(III) chemistry, an intermediate. It readily adds an electron from alkali metals in THF to give a radical anion which is a powerful reducing agent.

Technology Process of 2,6-Diphenylpyridine

There total 134 articles about 2,6-Diphenylpyridine 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%

2,6-Dibromopyridine (626-05-1) + phenylboronic acid (98-80-6) → 2,6-diphenylpyridine (3558-69-8)

Guidance literature:

With C₃₇H₂₈N₈O*2Cl^(1-)*Pd⁽²⁺⁾; potassium carbonate; In ethanol; at 70 ℃; for 2h;

DOI:10.1016/j.catcom.2016.10.017

Reference yield: 98.0%

2,6-dichloropyridine (2402-78-0) + phenylboronic acid (98-80-6) → 2,6-diphenylpyridine (3558-69-8)

Guidance literature:

With caesium carbonate; tri tert-butylphosphoniumtetrafluoroborate; Pd⁽⁰⁾-triolefinic macrocyclic catalyst; In xylene; for 72h; Heating;

DOI:10.1055/s-2006-948173

Reference yield: 96.0%

5-oxo-5-phenylpentanenitrile (10413-00-0) + phenylboronic acid (98-80-6) → 2,6-diphenylpyridine (3558-69-8)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; trifluoroacetic acid; In methanol; at 90 ℃; for 12h; Reagent/catalyst;

upstream raw materials:

2-phenylpyridine

phenyllithium

2-phenylpyridin N-oxide

diethyl ether

Downstream raw materials:

2,6-diphenylpyridine-N-oxide

r-2,c-6-Diphenylpiperidine

2,6-bis(2'-bromophenyl)pyridine

Cu(2,6-diphenylpyridine)2BF₄

Refernces

• 1、 Boubakri, Lamia,Dridi, Khaireddine,Al-Ayed, Abdullah Sulaiman,?zdemir, ?smail,Yasar, Sedat,Hamdi, Naceur. "Preparation and characterization of PEPPSI-palladium N-heterocyclic carbene complexes using benzimidazolium salts catalyzed Suzuki–Miyaura cross coupling reaction and their antitumor and antimicrobial activities". . p. 516 - 527. Retrieved 2019.
• 2、 Giam,Stout. "-". . p. 478. Retrieved 1970.
• 3、 Marvel,Casey. "-". . p. 957,962. Retrieved 1959.
• 4、 Han, Mingyang,Lin, Qing,Liu, Qingbin,Liu, Song,Ma, Ning,Solan, Gregory A.,Sun, Wen-Hua,Wang, Zheng,Yan, Xiuli. "Direct synthesis of ring-fused quinolines and pyridines catalyzed byNNHY-ligated manganese complexes (Y = NR2or SR)". . p. 8026 - 8036. Retrieved 2021/12/27.
• 5、 Lou, Chenhao,Wang, Xin,Lv, Leiyang,Li, Zhiping. "Iron-Catalyzed Ring-Opening Reactions of Cyclopropanols with Alkenes and TBHP: Synthesis of 5-Oxo Peroxides". . p. 7608 - 7612. Retrieved 2021/10/02.