4,4'-Dimethoxy-2,2'-dinitrobiphenyl

Base Information

• Chemical Name: 4,4'-Dimethoxy-2,2'-dinitrobiphenyl
• CAS No.: 75753-19-4
• Molecular Formula: C14H12N2O6
• Molecular Weight: 304.259
• NSC Number: 105632
• DSSTox Substance ID: DTXSID80295816
• Nikkaji Number: J2.900.382C
• Wikidata: Q82035985
• Mol file: 75753-19-4.mol

Synonyms:4,4'-dimethoxy-2,2'-dinitrobiphenyl;75753-19-4;4-methoxy-1-(4-methoxy-2-nitrophenyl)-2-nitrobenzene;2,2'-dinitro-4,4'-dimethoxy-1,1'-biphenyl;NSC105632;SCHEMBL10340370;DTXSID80295816;NSC-105632;AN-584/40406192

Chemical Property of 4,4'-Dimethoxy-2,2'-dinitrobiphenyl

Chemical Property:

• Boiling Point: 470°Cat760mmHg
• Flash Point: 207.1°C
• Density: 1.343g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 304.06953611
• Heavy Atom Count: 22
• Complexity: 369

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)C2=C(C=C(C=C2)OC)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 4,4'-Dimethoxy-2,2'-dinitrobiphenyl

There total 5 articles about 4,4'-Dimethoxy-2,2'-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: 80.0%

2-iodocyclohex-2-en-1-one (33948-36-6) + 1-iodo-4-methoxy-2-nitrobenzene (58755-70-7) → 4,4'-dimethoxy-2,2'-dinitrobiphenyl (75753-19-4) + 4'-methoxy-2′-nitro-4,5-dihydro-[1,1'-biphenyl]-2(3H)-one (443303-81-9)

Guidance literature:

With copper; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In dimethyl sulfoxide; at 50 ℃; for 1h;

DOI:10.1021/ol034745w

Reference yield: 76.0%

2-nitro-4-methoxybenzoic acid (33844-21-2) → 3-nitroanisole (555-03-3) + 4,4'-dimethoxy-2,2'-dinitrobiphenyl (75753-19-4)

Guidance literature:

With palladium(II) trifluoroacetate; silver carbonate; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 115 ℃; for 16h; Inert atmosphere;

DOI:10.1039/c0cc01943g

Reference yield: 4.9%

3-iodopyridine (1120-90-7) + 4-bromo-3-nitroanizole (5344-78-5) → 3,3'-bipyridine (581-46-4) + 4,4'-dimethoxy-2,2'-dinitrobiphenyl (75753-19-4) + 3-(4-methoxy-2-nitrophenyl)-pyridine (4373-75-5)

Guidance literature:

With copper; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dimethyl sulfoxide; at 100 ℃; for 5h;

DOI:10.1016/S0040-4039(00)79172-6

upstream raw materials:

3-iodopyridine

4-bromo-3-nitroanizole

2-iodocyclohex-2-en-1-one

1-iodo-4-methoxy-2-nitrobenzene

Downstream raw materials:

4,4′-dimethoxy-2,2′-diaminebiphenyl

dibenzofuran-3,7-diol