2,4'-Dinitrobiphenyl

Base Information

• Chemical Name: 2,4'-Dinitrobiphenyl
• CAS No.: 606-81-5
• Molecular Formula: C12H8 N2 O4
• Molecular Weight: 244.207
• Hs Code.: 2904209090
• European Community (EC) Number: 210-124-9
• DSSTox Substance ID: DTXSID90209409
• Nikkaji Number: J134.537K
• Wikidata: Q83083680
• Mol file: 606-81-5.mol

Synonyms:2,4'-Dinitrobiphenyl;606-81-5;2,4'-Dinitrodiphenyl;BRN 1984994;2,4'-Dinitro-1,1'-biphenyl;BIPHENYL, 2,4'-DINITRO-;1,1'-Biphenyl, 2,4'-dinitro-;EINECS 210-124-9;1,1'-Biphenyl, 2,4'-dinitro- (9CI);1-nitro-2-(4-nitrophenyl)benzene;10,2,2'-dinitrobiphenyl;SCHEMBL7821087;DTXSID90209409;AKOS024338720;N-(2-CYANOPHENYL)-N-PHENYLUREA;LS-44336;FT-0768892

Chemical Property of 2,4'-Dinitrobiphenyl

Chemical Property:

• Melting Point: 93.5°C
• Refractive Index: 1.6360 (estimate)
• Boiling Point: 387.12°C (rough estimate)
• Flash Point: 198.3oC
• PSA: 91.64000
• Density: 1.4740
• LogP: 4.21640
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 244.04840674
• Heavy Atom Count: 18
• Complexity: 315

Purity/Quality:

98%min ^*data from raw suppliers

2,4'-DINITROBIPHENYL Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 2,4'-Dinitrobiphenyl

There total 28 articles about 2,4'-Dinitrobiphenyl 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: 95.0%

ortho-nitrobenzoic acid (552-16-9,104810-18-6) + para-nitrophenyl bromide (586-78-7) → 2,4'-dinitrobiphenyl (606-81-5)

Guidance literature:

ortho-nitrobenzoic acid; With copper(II) carbonate; In various solvent(s); at 120 ℃; for 0.5h;

para-nitrophenyl bromide; With potassium fluoride; palladium acetylacetonate; iso-propyldiphenylphoshine; In various solvent(s); at 120 ℃; for 24h; Further stages.;

DOI:10.1021/ja068993+

Reference yield: 87.0%

potassium o-nitrobenzoate (15163-59-4) + para-nitrophenyl bromide (586-78-7) → 2,4'-dinitrobiphenyl (606-81-5)

Guidance literature:

With palladium(II) acetylacetonate; copper(l) iodide; 1,10-Phenanthroline; In 1-methyl-pyrrolidin-2-one; quinoline; at 50 - 190 ℃; for 0.25h; under 4125.41 Torr; Inert atmosphere; Microwave irradiation;

DOI:10.1002/adsc.200900337

Reference yield: 77.0%

4-chlorobenzonitrile (100-00-5) + potassium o-nitrobenzoate (15163-59-4) → 2,4'-dinitrobiphenyl (606-81-5)

Guidance literature:

With palladium(II) acetylacetonate; (1,10-phenanthroline)bis(triphenylphosphine)copper(I) nitrate; In 1,3,5-trimethyl-benzene; at 150 - 175 ℃; for 16h; Inert atmosphere;

DOI:10.15227/orgsyn.085.0196

upstream raw materials:

biphenyl

2-nitrobiphenyl

1-phenyl-4-nitrobenzene

2,4'-dinitro-biphenyl-4-carboxylic acid

Downstream raw materials:

2'-nitro-biphenyl-4-ylamine

2-(4-nitrophenyl)aniline

2'-Nitro-4-azoxy-biphenyl

2-aminocarbazole

Refernces

• 1、 Ahmed, Jasimuddin,Chakraborty, Soumi,Jose, Anex,Sreejyothi,Mandal, Swadhin K.. "Integrating Organic Lewis Acid and Redox Catalysis: The Phenalenyl Cation in Dual Role". supporting information. p. 8330 - 8339. Retrieved 2018/06/19.
• 2、 Tai, Yanfang,Peng, Xinhua,Shi, Chunjie,Dong, Xiongzi. "Zeolite-assisted nitration of biphenyl using nitric acid". . p. 867 - 872. Retrieved 2015/03/03.