4,4'-Dimethyl-1,1'-biphenyl-2,2',5,5'-tetraone

Base Information

• Chemical Name: 4,4'-Dimethyl-1,1'-biphenyl-2,2',5,5'-tetraone
• CAS No.: 4388-07-2
• Molecular Formula: C14H10O4
• Molecular Weight: 242.231
• NSC Number: 11851
• DSSTox Substance ID: DTXSID90963135
• Nikkaji Number: J42.066B
• Wikidata: Q82944948
• Mol file: 4388-07-2.mol

Synonyms:4388-07-2;4,4'-Dimethyl-1,1'-biphenyl-2,2',5,5'-tetraone;NSC11851;5,5'-Bi[p-toluquinone];SCHEMBL14507718;DTXSID90963135;NSC-11851;4,4'-DIMETHYL-BICYCLOHEXYL-3,6,3',6'-TETRAENE-2,5,2',5'-TETRAONE;AKOS024342646;WLN: L6VVJ D1 E- DL6VVJ E1;[Bi-1,3',6,6'-tetrone, 4,4'-dimethyl-;4,4'-Dimethyl[1,1'-bi(cyclohexa-1,4-diene)]-3,3',6,6'-tetrone

Chemical Property of 4,4'-Dimethyl-1,1'-biphenyl-2,2',5,5'-tetraone

Chemical Property:

• Refractive Index: 1.5190 (estimate)
• Boiling Point: 326.2°Cat760mmHg
• Flash Point: 136.5°C
• PSA: 68.28000
• Density: 1.363g/cm³
• LogP: 1.03540
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 242.05790880
• Heavy Atom Count: 18
• Complexity: 568

Purity/Quality:

99% ^*data from raw suppliers

4,4'-DIMETHYL-BICYCLOHEXYL-3,6,3',6'-TETRAENE-2,5,2',5'-TETRAONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)C(=CC1=O)C2=CC(=O)C(=CC2=O)C

Technology Process of 4,4'-Dimethyl-1,1'-biphenyl-2,2',5,5'-tetraone

There total 11 articles about 4,4'-Dimethyl-1,1'-biphenyl-2,2',5,5'-tetraone 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: 93.0%

2,5-dimethoxy toluene (24599-58-4) → 4,4'-dimethyl-1,1'-bi(cyclohexa-3,6-diene)-2,2',5,5'-tetraone (4388-07-2) + 2-Methyl-1,4-benzoquinone (553-97-9)

Guidance literature:

With ammonium cerium (IV) nitrate; In water; acetonitrile; at 20 ℃; for 1h; Solvent;

DOI:10.1016/j.tetlet.2014.02.017

Reference yield: 74.0%

C12H19NO2 → 4,4'-dimethyl-1,1'-bi(cyclohexa-3,6-diene)-2,2',5,5'-tetraone (4388-07-2) + 2-Methyl-1,4-benzoquinone (553-97-9)

Guidance literature:

With ammonium cerium (IV) nitrate; In water; acetonitrile; at 20 ℃;

DOI:10.1016/j.tetlet.2016.11.042

Reference yield: 74.0%

C16H27NO4 → 4,4'-dimethyl-1,1'-bi(cyclohexa-3,6-diene)-2,2',5,5'-tetraone (4388-07-2) + 2-Methyl-1,4-benzoquinone (553-97-9)

Guidance literature:

With ammonium cerium (IV) nitrate; In water; acetonitrile; at 20 ℃;

DOI:10.1016/j.tetlet.2016.11.042

upstream raw materials:

2,5-dimethoxy toluene

benzyl 2-methyl-4-methoxyphenyl ether

Downstream raw materials:

phoenicin

isophoenicin

oosporein

C₂₆H₂₆O₁₂

Refernces

• 1、 Love, Brian E.,Duffy, Brian C.,Simmons, Alexander L.. "Effects of reaction conditions on quinone/diquinone product ratios in the oxidation of 1,4-dimethoxybenzene derivatives with ceric ammonium nitrate". supporting information. p. 1994 - 1997. Retrieved 2014/04/03.