2,6-bis(diphenylaMino)anthracene-9,10-dione

Base Information

• Chemical Name: 2,6-bis(diphenylaMino)anthracene-9,10-dione
• CAS No.: 868850-50-4
• Molecular Formula: C38H26N2O2
• Molecular Weight: 542.637
• Mol file: 868850-50-4.mol

Synonyms:bis(2,6-diphenylamino)anthraquinone;2,6-bis(diphenylamino)anthracene-9,10-dione;9,10-Anthracenedione,2,6-bis(diphenylamino);

Chemical Property of 2,6-bis(diphenylaMino)anthracene-9,10-dione

Chemical Property:

• PSA: 40.62000
• LogP: 9.40160

Purity/Quality:

98% ^*data from raw suppliers

2,6-Bis(diphenylamino)anthraquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,6-Bis(diphenylamino)anthraquinone (CAS# 868850-50-4) is a useful organic charge transfer compound and dye, whose charge transfer-induced torsional dynamics have been documented.

Technology Process of 2,6-bis(diphenylaMino)anthracene-9,10-dione

There total 2 articles about 2,6-bis(diphenylaMino)anthracene-9,10-dione 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: 72.0%

2,6-dibromoanthraquinone (633-70-5) + diphenylamine (122-39-4) → 2,6-bis(diphenylamino)anthraquinone (868850-50-4)

Guidance literature:

With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl) palladium(II) dichloride; sodium t-butanolate; In toluene; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ja510144h

Reference yield: 56.0%

2,6-dichloro-9,10-anthraquinone (605-40-3) + diphenylamine (122-39-4) → 2,6-bis(diphenylamino)anthraquinone (868850-50-4)

Guidance literature:

With sodium t-butanolate; palladium diacetate; tri-tert-butyl phosphine; In toluene; at 110 ℃; for 72h; Heating / reflux;

Reference yield: 85.0%

2,6-bis(diphenylamino)anthraquinone (868850-50-4) + 2-naphthyllithium (4541-70-2) → 2,6-bis(diphenylamino)-9,10-[di-(2-naphthyl)]-9,10-dihydro-9,10-anthracenediol (926033-10-5)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 14h;

upstream raw materials:

2,6-dichloro-9,10-anthraquinone

diphenylamine

2,6-dibromoanthraquinone

Downstream raw materials:

2,6-bis(diphenylamino)-9,10-[di-(2-naphthyl)]-9,10-dihydro-9,10-anthracenediol