1,2-Bis(4-nitrophenyl)ethane-1,2-dione

Base Information

• Chemical Name: 1,2-Bis(4-nitrophenyl)ethane-1,2-dione
• CAS No.: 6067-45-4
• Molecular Formula: C14H8N2O6
• Molecular Weight: 300.227
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID30365275
• Nikkaji Number: J436.981E
• Wikidata: Q82149803
• ChEMBL ID: CHEMBL236340
• Mol file: 6067-45-4.mol

Synonyms:1,2-bis(4-nitrophenyl)ethane-1,2-dione;6067-45-4;Ethanedione, bis(4-nitrophenyl)-;4,4'-dinitrobenzil;1,2-bis(4-nitrophenyl)-1,2-ethanedione;1,2-Bis-(4-nitro-phenyl)-ethane-1,2-dione;CHEMBL236340;SCHEMBL4603989;1,2-Dione-Based Compound, 5;BDBM22848;DTXSID30365275;YRKNWVLBLGRGRK-UHFFFAOYSA-N;STK746790;AKOS000583227;CS-0358009;FT-0699444;F88085;10.14272/YRKNWVLBLGRGRK-UHFFFAOYSA-N.1;doi:10.14272/YRKNWVLBLGRGRK-UHFFFAOYSA-N.1

Chemical Property of 1,2-Bis(4-nitrophenyl)ethane-1,2-dione

Chemical Property:

• Melting Point: 213 °C
• Boiling Point: 532.3±35.0 °C(Predicted)
• PSA: 125.78000
• Density: 1.471±0.06 g/cm3(Predicted)
• LogP: 3.61500
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 300.03823598
• Heavy Atom Count: 22
• Complexity: 421

Purity/Quality:

95% ^*data from raw suppliers

1,2-Bis(4-nitrophenyl)ethane-1,2-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)C(=O)C2=CC=C(C=C2)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 1,2-Bis(4-nitrophenyl)ethane-1,2-dione

There total 30 articles about 1,2-Bis(4-nitrophenyl)ethane-1,2-dione 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: 98.0%

4,4'-dinitrobenzoin (36898-62-1) → 4,4'-dinitrobenzil (6067-45-4)

Guidance literature:

With tert.-butylhydroperoxide; In toluene; at 120 ℃; for 4h;

DOI:10.1039/c7nj02062g

Reference yield: 96.0%

4-Nitro-benzoic acid 1,2-bis-(4-nitro-phenyl)-2-oxo-ethyl ester (119153-26-3) → 4,4'-dinitrobenzil (6067-45-4)

Guidance literature:

With nitric acid; for 3h; Heating;

DOI:10.1055/s-1988-27712

Reference yield: 92.0%

1.2-bis(4-nitrophenyl)ethane-1,2-diol (13295-04-0) → 4,4'-dinitrobenzil (6067-45-4)

Guidance literature:

With ruthenium trichloride; bromamine T; In water; acetonitrile; at 80 ℃; for 0.5h; pH=8.4;

DOI:10.1081/SCC-200048974

upstream raw materials:

1,2-diphenyl-1,2-ethanediol

2-methyl-4,5-di(4'nitrophenyl)-oxazole

4,4'-dinitrobenzoin

4-Nitro-benzoic acid 1,2-bis-(4-nitro-phenyl)-2-oxo-ethyl ester

Downstream raw materials:

4.4'-dinitro-benzil-mono-seqtrans-oxime

4.4'-dinitro-benzil-mono-seqcis-oxime

4,4'-diamino-benzoin

4,4'-diaminobenzil

Refernces

• 1、 Niesobski, Patrik,Martínez, Ivette Santana,Kustosz, Sebastian,Müller, Thomas J. J.. "Sequentially Pd/Cu-Catalyzed Alkynylation-Oxidation Synthesis of 1,2-Diketones and Consecutive One-Pot Generation of Quinoxalines". supporting information. p. 5214 - 5218. Retrieved 2019/07/31.
• 2、 -. "Preparation method and antineoplastic activity of novel ruthenium complex containing 4,4'-dibromo-2,2'-dipyridyl". Paragraph 0019; 0024; 0025; 0026. . Retrieved 2018/02/04.