2,2',4,4',6,6'-Hexamethyl-3,3'-dinitro-1,1'-biphenyl

Base Information

• Chemical Name: 2,2',4,4',6,6'-Hexamethyl-3,3'-dinitro-1,1'-biphenyl
• CAS No.: 4164-40-3
• Molecular Formula: C18H20N2O4
• Molecular Weight: 328.368
• DSSTox Substance ID: DTXSID901221133
• Mol file: 4164-40-3.mol

Synonyms:DTXSID901221133;4164-40-3

Chemical Property of 2,2',4,4',6,6'-Hexamethyl-3,3'-dinitro-1,1'-biphenyl

Chemical Property:

• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 328.14230712
• Heavy Atom Count: 24
• Complexity: 442

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1C2=C(C(=C(C=C2C)C)[N+](=O)[O-])C)C)[N+](=O)[O-])C

Technology Process of 2,2',4,4',6,6'-Hexamethyl-3,3'-dinitro-1,1'-biphenyl

There total 1 articles about 2,2',4,4',6,6'-Hexamethyl-3,3'-dinitro-1,1'-biphenyl 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: 30.0%

nitromesitylene (603-71-4,34505-32-3,82795-90-2) → 3,5-Dimethyl-4-nitro-benzylchlorid (18515-15-6) + 2,2',4,4',6,6'-Hexamethyl-3,3'-dinitrobiphenyl (4164-40-3) + 1-Chloromethyl-3,5-dimethyl-2-nitro-benzene

Guidance literature:

With hydrogenchloride; fluorosulphonic acid; lead dioxide; Yield given. Title compound not separated from byproducts; 1.) -75 deg C, 4 h, 2.) -50 deg C to -40 deg C;

Reference yield:

2,2',4,4',6,6'-Hexamethyl-3,3'-dinitrobiphenyl (4164-40-3) → C36H40Br2N4O4 (1338596-91-0,1338596-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; acetic acid; zinc / water

2: acetic acid / 16 h / Inert atmosphere

With hydrogenchloride; acetic acid; zinc; In water; 2: Mills reaction;

DOI:10.1021/ol202556z

Reference yield:

2,2',4,4',6,6'-Hexamethyl-3,3'-dinitrobiphenyl (4164-40-3) → C54H64N6O8

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride; acetic acid; zinc / water

2: acetic acid / 16 h / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 18 h / 80 °C / Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; acetic acid; zinc; In tetrahydrofuran; water; 2: Mills reaction / 3: Suzuki coupling;

DOI:10.1021/ol202556z

upstream raw materials:

nitromesitylene

Downstream raw materials:

C₃₆H₄₀Br₂N₄O₄

Refernces