N4,N4'-Bis(3-Bromophenyl)-N4,N4'-diphenyl-[1,1'-biphenyl]-4,4'-diamine

Base Information

• Chemical Name: N4,N4'-Bis(3-Bromophenyl)-N4,N4'-diphenyl-[1,1'-biphenyl]-4,4'-diamine
• CAS No.: 121246-40-0
• Molecular Formula: C36H26Br2N2
• Molecular Weight: 646.424
• DSSTox Substance ID: DTXSID50559856
• Wikidata: Q72444484
• Mol file: 121246-40-0.mol

Synonyms:121246-40-0;N4,N4'-Bis(3-Bromophenyl)-N4,N4'-diphenyl-[1,1'-biphenyl]-4,4'-diamine;3-bromo-N-[4-[4-(N-(3-bromophenyl)anilino)phenyl]phenyl]-N-phenylaniline;SCHEMBL8366250;DTXSID50559856;AKOS016005122;SB66647;AC-32116;N~4~,N~4'~-Bis(3-bromophenyl)-N~4~,N~4'~-diphenyl[1,1'-biphenyl]-4,4'-diamine

Chemical Property of N4,N4'-Bis(3-Bromophenyl)-N4,N4'-diphenyl-[1,1'-biphenyl]-4,4'-diamine

Chemical Property:

• PSA: 6.48000
• LogP: 11.81820
• Storage Temp.: 2-8°C
• XLogP3: 11.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 646.04422
• Heavy Atom Count: 40
• Complexity: 671

Purity/Quality:

99% ^*data from raw suppliers

N4,N4'-Bis(3-Bromophenyl)-N4,N4'-diphenyl-[1,1'-biphenyl]-4,4'-diamine 95+% ^*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(C2=CC=C(C=C2)C3=CC=C(C=C3)N(C4=CC=CC=C4)C5=CC(=CC=C5)Br)C6=CC(=CC=C6)Br

Technology Process of N4,N4'-Bis(3-Bromophenyl)-N4,N4'-diphenyl-[1,1'-biphenyl]-4,4'-diamine

There total 2 articles about N4,N4'-Bis(3-Bromophenyl)-N4,N4'-diphenyl-[1,1'-biphenyl]-4,4'-diamine 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: 87.0%

4-N,N-diphenylamino-1-bromobenzene (36809-26-4) → N,N’-bis(3-bromophenyl)-N,N’-diphenylbenzidine (121246-40-0)

Guidance literature:

4-N,N-diphenylamino-1-bromobenzene; With methanesulfonic acid; In dichloromethane; at 0 ℃;

With chloranil; In dichloromethane; at 0 - 20 ℃; for 0.0166667h;

DOI:10.1021/acs.joc.7b01377

Reference yield: 76.0%

N-3-bromophenyl-N,N-diphenylamine (78600-33-6) → N,N’-bis(3-bromophenyl)-N,N’-diphenylbenzidine (121246-40-0)

Guidance literature:

With 5% rhodium-on-charcoal; trifluoroacetic acid; at 50 ℃; for 1h; regioselective reaction; Green chemistry;

DOI:10.1021/acs.joc.0c02020

Reference yield: 60.0%

N,N’-bis(3-bromophenyl)-N,N’-diphenylbenzidine (121246-40-0) + bis(pinacol)diborane (73183-34-3) → N4,N4'-diphenyl-N4,N4'-bis[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-[1,1'-biphenyl]-4,4'-diamine

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; In 1,4-dioxane; for 12h; Reflux; Inert atmosphere;

DOI:10.1166/jnn.2017.14749

upstream raw materials:

4-N,N-diphenylamino-1-bromobenzene

N-3-bromophenyl-N,N-diphenylamine

Downstream raw materials:

N,N'-bis(m-diisopropylhydroxysilylphenyl)-N,N'-diphenylbenzidine

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