4,4'-Dinitro-2,2'-bipyridine

Base Information

• Chemical Name: 4,4'-Dinitro-2,2'-bipyridine
• CAS No.: 18511-72-3
• Molecular Formula: C₁₀H₆N₄O₄
• Molecular Weight: 246.182
• Hs Code.: 2933399090
• European Community (EC) Number: 848-243-9
• DSSTox Substance ID: DTXSID00467932
• Nikkaji Number: J923.116A
• Wikidata: Q72472483
• Mol file: 18511-72-3.mol

Synonyms:4,4'-DINITRO-2,2'-BIPYRIDINE;18511-72-3;4-nitro-2-(4-nitropyridin-2-yl)pyridine;4,4-dinitro-2,2-Bipyridine;MFCD06657644;C10H6N4O4;2,2'-Bipyridine, 4,4'-dinitro-;SCHEMBL826630;DTXSID00467932;AKOS016010705;CS-W004581;GS-6002;AC-30728;SY260344;4,4/'-DINITRO-2,2/'-BIPYRIDINE;FT-0696142;H10609;W-201663;4,4 inverted exclamation mark -Dinitro-2,2 inverted exclamation mark -bipyridine

Chemical Property of 4,4'-Dinitro-2,2'-bipyridine

Chemical Property:

• Melting Point: 195-197℃ (ethanol )
• Boiling Point: 449.38 °C at 760 mmHg
• PKA: -0.32±0.30(Predicted)
• Flash Point: 225.577 °C
• PSA: 117.42000
• Density: 1.493 g/cm³
• LogP: 3.00640
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 246.03890469
• Heavy Atom Count: 18
• Complexity: 295

Purity/Quality:

98% ^*data from raw suppliers

4,4''-Dinitro-2,2''-bipyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1[N+](=O)[O-])C2=NC=CC(=C2)[N+](=O)[O-]

Technology Process of 4,4'-Dinitro-2,2'-bipyridine

There total 10 articles about 4,4'-Dinitro-2,2'-bipyridine 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: 93.2%

4,4'-Dinitro-2,2'-bipyridyl N-Oxide (84175-12-2) → 4,4'-dinitro-2,2'-bipyridine (18511-72-3)

Guidance literature:

With phosphorus trichloride; In chloroform; for 3h; Heating;

DOI:10.1021/jo00151a001

Reference yield: 70.0%

4,4'-dinitro-2,2'-bipyridyl-N,N'-dioxide (51595-55-2) → 4,4'-dinitro-2,2'-bipyridine (18511-72-3)

Guidance literature:

With phosphorus trichloride; for 21h; Reflux;

DOI:10.1016/j.electacta.2019.07.051

Reference yield: 41.7%

4,4'-dinitro-2,2'-bipyridyl-N,N'-dioxide (51595-55-2) → 4,4'-dichloro-2,2'-bipyridine (1762-41-0) + 4,4'-dinitro-2,2'-bipyridine (18511-72-3) + 4-chloro-4'-nitro-2,2'-bipyridine (84175-07-5)

Guidance literature:

With phosphorus trichloride; In acetonitrile; 1) reflux, 1.75 h, 2) room temperature, overnight;

DOI:10.1021/jo00151a001

upstream raw materials:

[2,2]bipyridinyl

4,4'-dinitro-2,2'-bipyridyl-N,N'-dioxide

4,4'-Dinitro-2,2'-bipyridyl N-Oxide

4-nitro-(2,2'-bipyridine)

Downstream raw materials:

trans-[(1,4-bis(diphenylphosphino)butane)(4,4'-dinitro-2,2'-bipyridine)dichlororuthenium(II)]

RuCl₂(PPh₃)2(4,4'-dinitro-2,2'-bipyridine)

[(4,4′-dinitro-2,2′-bipyridine)PtPh₂]

Refernces

• 1、 Guo, Lihua,Zhang, Hairong,Tian, Meng,Tian, Zhenzhen,Xu, Yanjian,Yang, Yuliang,Peng, Hongwei,Liu, Peng,Liu, Zhe. "Electronic effects on reactivity and anticancer activity by half-sandwich N,N-chelated iridium(iii) complexes". supporting information. p. 16183 - 16192. Retrieved 2018/10/04.
• 2、 Ten Brink, Gerd-Jan,Arends, Isabel W. C. E.,Hoogenraad, Marcel,Verspui, Goeran,Sheldon, Roger A.. "Catalytic Conversions in Water. Part 22: Electronic Effects in the (Diimine)palladium(II)-Catalysed Aerobic Oxidation of Alcohols". . p. 497 - 505. Retrieved 2007/10/03.