2,4,2',4'-Tetranitrobiphenyl

Base Information

• Chemical Name: 2,4,2',4'-Tetranitrobiphenyl
• CAS No.: 1820-59-3
• Molecular Formula: C12H6 N4 O8
• Molecular Weight: 334.202
• Hs Code.: 2904209090
• NSC Number: 97248
• UNII: XKZ9L549D5
• DSSTox Substance ID: DTXSID40171228
• Nikkaji Number: J134.777B
• Wikidata: Q83041328
• ChEMBL ID: CHEMBL164329
• Mol file: 1820-59-3.mol

Synonyms:2,2',4,4'-TNBP;2,4,2',4'-tetranitrobiphenyl

Chemical Property of 2,4,2',4'-Tetranitrobiphenyl

Chemical Property:

• Melting Point: 145.8-147.2 °C
• Boiling Point: 492.2°Cat760mmHg
• Flash Point: 243.4°C
• PSA: 183.28000
• Density: 1.653g/cm³
• LogP: 5.07920
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Sparingly), Methanol (Slightly, Heated)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1
• Exact Mass: 334.01856316
• Heavy Atom Count: 24
• Complexity: 485

Purity/Quality:

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

2,2'',4,4''-Tetranitro-1,1''-biphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])C2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-]
• Uses: 2,2'',4,4''-Tetranitro-1,1''-biphenyl is an intermediate used in the synthesis of substituted dibenzophospholes.

Technology Process of 2,4,2',4'-Tetranitrobiphenyl

There total 18 articles about 2,4,2',4'-Tetranitrobiphenyl 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: 88.0%

2-Biphenylcarboxylic acid (947-84-2) → 2,4,5,7-tetranitrofluoren-9-one (746-53-2) + 2,2',4,4'-tetranitro-1,1'-biphenyl (1820-59-3) + 2',4,4',6-tetranitrobiphenyl-2-carboxylic acid (72323-70-7)

Guidance literature:

With sulfuric acid; nitric acid; at 110 ℃; for 6h;

Reference yield: 82.0%

2,4-dinitrobromobenzene (584-48-5) + 2-iodocyclohex-2-en-1-one (33948-36-6) → 2,2',4,4'-tetranitro-1,1'-biphenyl (1820-59-3) + 2-(2,4-dinitrophenyl)-2-cyclohexen-1-one

Guidance literature:

With copper; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In dimethyl sulfoxide; at 70 ℃; for 1h;

DOI:10.1021/ol034745w

Reference yield: 74.0%

biphenyl (92-52-4,1594-86-1) → 2,2',4,4'-tetranitro-1,1'-biphenyl (1820-59-3)

Guidance literature:

With sulfuric acid; nitric acid; at 100 ℃; for 20h;

upstream raw materials:

2,4-dinitrobromobenzene

biphenyl

2-nitrobiphenyl

1-phenyl-4-nitrobenzene

Downstream raw materials:

3,3'''-dimethyl-2',2'',4'',6'-tetranitro-m-quaterphenyl

4,4'''-dimethoxy-2,2'''-dimethyl-2',2'',4'',6'-tetranitro-m-quaterphenyl

4,4'''-dimethoxy-2,2'''-dimethyl-2',2'',4'',6'-tetranitro-5,5'''-di-t-butyl-m-quaterphenyl

3,3'''-dimethyl-2',2'',4'',6'-tetranitro-5,5'''-t-butylquaterphenyl

Refernces

• 1、 Kremlev, Mikhail M.,Mushta, Aleksej I.,Tyrra, Wieland,Yagupolskii, Yurii L.,Naumann, Dieter,Sch?fer, Mathias. "Approaches to prepare perfluoroalkyl and pentafluorophenyl copper couples for cross-coupling reactions with organohalogen compounds". . p. 19693 - 19699. Retrieved 2015/11/27.
• 2、 Cornforth, John. "Synthesis of substituted dibenzophospholes. Part 9. Preparation of two water-soluble phosphinic-polyphosphonic acids". . p. 2889 - 2893. Retrieved 2007/10/03.