Pyridine, 2,2'-azobis-

Base Information

• Chemical Name: Pyridine, 2,2'-azobis-
• CAS No.: 2633-03-6
• Molecular Formula: C10H8N4
• Molecular Weight: 184.2
• NSC Number: 43032
• UNII: W9T39RZ369
• DSSTox Substance ID: DTXSID9062566
• Mol file: 2633-03-6.mol

Synonyms:Pyridine, 2,2'-azobis-;2,2'-Azopyridine;2,2'-diazene-1,2-diyldipyridine;Pyridine, 2,2'-azodi-;4109-58-4;NSC43032;W9T39RZ369;NSC-43032;Pyridine, 2,2'-(1,2-diazenediyl)bis-;2633-03-6;1,2-Di(pyridin-2-yl)diazene;Pyridine,2'-azodi-;2, 2'-Azopyridine;Pyridine,2'-azobis-;(E)-bis(2-pyridyl)diazene;UNII-W9T39RZ369;DTXSID9062566;2-(2-Pyridinyldiazenyl)pyridine;NSC 43032;AKOS015853985;2,2'-(1,2-Diazenediyl)bis[pyridine];AS-62094;2-[2-(PYRIDIN-2-YL)DIAZEN-1-YL]PYRIDINE

Chemical Property of Pyridine, 2,2'-azobis-

Chemical Property:

• Boiling Point: 344.9oC at 760 mmHg
• Flash Point: 162.4oC
• PSA: 50.50000
• Density: 1.18g/cm3
• LogP: 2.89200
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 184.074896272
• Heavy Atom Count: 14
• Complexity: 173

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)N=NC2=CC=CC=N2
• Isomeric SMILES: C1=CC=NC(=C1)/N=N/C2=CC=CC=N2

Technology Process of Pyridine, 2,2'-azobis-

There total 2 articles about Pyridine, 2,2'-azobis- 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: 69.0%

2,2′-hydrazobispyridine (18087-94-0) → 2,2'-azopyridine (2633-03-6)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In dimethyl sulfoxide; at 20 ℃; for 7h;

DOI:10.1246/bcsj.20090269

Reference yield: 50.0%

2-aminopyridine (504-29-0) → 2,2'-azopyridine (2633-03-6)

Guidance literature:

With sodium hypochlorite; In water; at 10 - 20 ℃;

DOI:10.1039/c6dt00858e

Reference yield: 90.0%

2,2'-azopyridine (2633-03-6) + mer-Os(PPh3)3HBr(CO) (606142-02-3,16971-32-7) → OsBrCO(P(C6H5)3)2(NC5H4N2C5H4N) (258328-65-3)

Guidance literature:

In n-heptane; to excess of ligand dissolved in heptane was added Os-complex, mixt. was heated to reflux for 2 h under N2; mixt. was cooled, filtered, dissolved in benzene, recovered by evapn. under reduced pressure, washed with MeCN and hexane, dried in vacuo; elem. anal.;

DOI:10.1021/ic9908322

upstream raw materials:

2-aminopyridine

2,2′-hydrazobispyridine

Downstream raw materials:

OsBrCO(P(C₆H₅)3)2(NC₅H₄N₂C₅H₄N)

[Ru(II)(abp*-)(H)(CO)(PPh₃)2]

[trichloro(2,2'-azobipyridine)(p-chloroanilidene)rhenium(V)]

tris(2,4-pentanedionato)ruthenium(III)

Refernces

• 1、 Clayman, Naomi E.,Manumpil, Mary Anne,Umeyama, Daiki,Rudenko, Andrey E.,Karunadasa, Hemamala I.,Waymouth, Robert M.. "Carving Out Pores in Redox-Active One-Dimensional Coordination Polymers". . p. 14585 - 14588. Retrieved 2018.
• 2、 Khalili, Dariush,Iranpoor, Nasser,Firouzabadi, Habib. "4,4'-Azopyridine as an easily prepared and recyclable oxidant for synthesis of symmetrical disulfides from thiols or alkyl halides(tosylates)/thiourea". . p. 544 - 555. Retrieved 2015/10/19.