2,5-Bis(4-nitrophenyl)-1,3,4-oxadiazole

Base Information

• Chemical Name: 2,5-Bis(4-nitrophenyl)-1,3,4-oxadiazole
• CAS No.: 1044-49-1
• Molecular Formula: C14H8 N4 O5
• Molecular Weight: 312.241
• Hs Code.: 2934999090
• European Community (EC) Number: 678-069-7
• DSSTox Substance ID: DTXSID90146461
• Wikidata: Q72446607
• Mol file: 1044-49-1.mol

Synonyms:2,5-Bis(4-nitrophenyl)-1,3,4-oxadiazole;1044-49-1;BRN 0329614;1,3,4-OXADIAZOLE, 2,5-BIS(p-NITROPHENYL)-;2,5-Bis(p-nitrophenyl)-1,3,4-oxadiazole;0-27-00-00592 (Beilstein Handbook Reference);CBDivE_001517;SCHEMBL9720227;DTXSID90146461;C14-H8-N4-O5;MFCD00173659;STK391579;AKOS000731243;bis(4-nitrophenyl)-1,3,4-oxadiazole;AS-64326;LS-99096;B2162;CS-0325375;FT-0633261;E85469;2,5-Bis(4-nitrophenyl)-1,3,4-oxadiazole, 97%;2,5-BIS-(4-NITRO-PHENYL)-(1,3,4)OXADIAZOLE

Chemical Property of 2,5-Bis(4-nitrophenyl)-1,3,4-oxadiazole

Chemical Property:

• Vapor Pressure: 4.34E-11mmHg at 25°C
• Melting Point: 310-312°C
• Refractive Index: 1.643
• Boiling Point: 537.7 °C at 760 mmHg
• PKA: -6.58±0.37(Predicted)
• Flash Point: 279 °C
• PSA: 130.56000
• Density: 1.466 g/cm³
• LogP: 4.26640
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 312.04946937
• Heavy Atom Count: 23
• Complexity: 395

Purity/Quality:

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

2,5-BIS-(4-NITRO-PHENYL)-(1,3,4)OXADIAZOLE Aldrich ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NN=C(O2)C3=CC=C(C=C3)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 2,5-Bis(4-nitrophenyl)-1,3,4-oxadiazole

There total 18 articles about 2,5-Bis(4-nitrophenyl)-1,3,4-oxadiazole 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%

4-nitro-benzoic acid (62-23-7) → bis-(4-nitro-phenyl)-[1,3,4]oxadiazole (1044-49-1)

Guidance literature:

With hydrazine dihydrochloride; phosphoric acid; trichlorophosphate; In water; at 140 ℃; for 2h;

DOI:10.1002/jhet.5570360433

Reference yield: 92.0%

N,N'-bis-(4-nitro-benzoyl)-hydrazine (4402-22-6) → bis-(4-nitro-phenyl)-[1,3,4]oxadiazole (1044-49-1)

Guidance literature:

N,N'-bis-(4-nitro-benzoyl)-hydrazine; With phosphorus pentoxide; In neat (no solvent); at 20 ℃; for 0.5h; Green chemistry;

In neat (no solvent); at 200 ℃; for 5h; Reagent/catalyst; Temperature; Autoclave; Green chemistry;

DOI:10.1016/j.molstruc.2018.12.095

Reference yield: 71.0%

N-amino-(4-nitrophenyl)carboxamide (636-97-5) + 4-nitro-benzoic acid (62-23-7) → bis-(4-nitro-phenyl)-[1,3,4]oxadiazole (1044-49-1)

Guidance literature:

With trichlorophosphate; Reflux;

DOI:10.1002/ejoc.201500583

upstream raw materials:

N,N'-bis-(4-nitro-benzoyl)-hydrazine

4-nitro-benzoyl chloride

N-amino-(4-nitrophenyl)carboxamide

5-(4-nitrophenyl)-2H-tetrazole

Downstream raw materials:

2-(4-aminophenyl)-5-(4-nitrophenyl)-1,3,4-oxadiazole

2,5-bis(p-aminophenyl)-1,3,4-oxadiazole

Refernces

• 1、 Bentiss, Fouad,Lagrenee, Michel. "A new synthesis of symmetrical 2,5-disubstituted 1,3,4- oxadiazoles". . p. 1029 - 1032. Retrieved 1999.
• 2、 Wang, Zuoquan,Zhang, Hong,Killian, Benjamin J.,Jabeen, Farukh,Pillai, Girinath G.,Berman, Heather M.,Mathelier, Michael,Sibble, Ashani J.,Yeung, Justin,Zhou, Wenfeng,Steel, Peter J.,Hall, C. Dennis,Katritzky, Alan R.. "Synthesis, Characterization and Energetic Properties of 1,3,4-Oxadiazoles". . p. 5183 - 5188. Retrieved 2015/08/18.
• 3、 Gierczyk, Blazej,Zalas, MacIej,Kazmierczak, Marcin,Grajewski, Jakub,Pankiewicz, Radoslaw,Wyrzykiewicz, Bozena. "17O NMR studies of substituted 1,3,4-oxadiazoles". experimental part. p. 648 - 654. Retrieved 2012/01/06.