4,4'-BIS((4-BROMOPHENYL)PHENYLAMINO)BIP&

Base Information

• Chemical Name: 4,4'-BIS((4-BROMOPHENYL)PHENYLAMINO)BIP&
• CAS No.: 344782-48-5
• Molecular Formula: C36H26Br2N2
• Molecular Weight: 646.424
• Hs Code.: 2921590090
• Mol file: 344782-48-5.mol

Synonyms:4,4'-Bis[(4-bromophenyl)phenylamino]biphenyl; QC-7285;

Chemical Property of 4,4'-BIS((4-BROMOPHENYL)PHENYLAMINO)BIP&

Chemical Property:

• Melting Point: 103-135 °C (polymorphic)
• Boiling Point: 721.8±60.0 °C(Predicted)
• PKA: -3.33±0.60(Predicted)
• PSA: 6.48000
• Density: 1.438±0.06 g/cm3(Predicted)
• LogP: 11.81820

Purity/Quality:

98%min ^*data from raw suppliers

4,4′-Bis[(4-bromophenyl)phenylamino]biphenyl 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of 4,4'-BIS((4-BROMOPHENYL)PHENYLAMINO)BIP&

There total 4 articles about 4,4'-BIS((4-BROMOPHENYL)PHENYLAMINO)BIP& 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: 99.0%

4-N,N-diphenylamino-1-bromobenzene (36809-26-4) → N4,N4’-bis(4-bromophenyl)-N4,N4’-diphenyl-[1,1'-biphenyl]-4,4'-diamine (344782-48-5)

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: 68.0%

1.4-dibromobenzene (106-37-6) + N,N'-diphenyl-p-phenylenediamine (531-91-9) → N4,N4’-bis(4-bromophenyl)-N4,N4’-diphenyl-[1,1'-biphenyl]-4,4'-diamine (344782-48-5)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; In toluene; at 90 ℃; Inert atmosphere;

DOI:10.1021/ja1061517

Reference yield:

4-(4-bromophenyl)bromobenzene (92-86-4) → N4,N4’-bis(4-bromophenyl)-N4,N4’-diphenyl-[1,1'-biphenyl]-4,4'-diamine (344782-48-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,1'-bis-(diphenylphosphino)ferrocene; sodium t-butanolate / toluene / 24 h / 80 °C / Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,1'-bis-(diphenylphosphino)ferrocene; sodium t-butanolate / toluene / 90 °C / Inert atmosphere

With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; In toluene; 2: Buchwald-Hartwig reaction;

DOI:10.1021/ja1061517

upstream raw materials:

1.4-dibromobenzene

N,N'-diphenyl-p-phenylenediamine

4-(4-bromophenyl)bromobenzene

aniline

Downstream raw materials:

N,N'-diphenyl-N,N'-bis(4-((E)-2-(triethoxysilyl)-vinyl)phenyl)biphenyl-4,4'-diamine

4,4′-([1,1′-biphenyl]-4,4′-diylbis(phenylazanediyl))dibenzaldehyde

N,N,N',N'-tetrakis-(p-allylphenyl)-biphenyl-4,4'-diamine

4,4'-bis[(p-allylphenyl)phenylamino]biphenyl

Refernces

• 1、 Maddala, Sudhakar,Mallick, Sudesh,Venkatakrishnan, Parthasarathy. "Metal-Free Oxidative C-C Coupling of Arylamines Using a Quinone-Based Organic Oxidant". . p. 8958 - 8972. Retrieved 2017/09/11.
• 2、 Lim, Younhee,Park, Young-Seo,Kang, Yerang,Jang, Do Young,Kim, Joo Hyun,Kim, Jang-Joo,Sellinger, Alan,Yoon, Do Y.. "Hole injection/transport materials derived from heck and sol-gel chemistry for application in solution-processed organic electronic devices". experimental part. p. 1375 - 1382. Retrieved 2011/04/16.