N,N'-Diphenyl-2,5-bis(phenylamino)-1,4-benzoquinone diimine

Base Information

• Chemical Name: N,N'-Diphenyl-2,5-bis(phenylamino)-1,4-benzoquinone diimine
• CAS No.: 4435-12-5
• Molecular Formula: C30H24N4
• Molecular Weight: 440.547
• Mol file: 4435-12-5.mol

Synonyms:2,5-Dianilino-[1,4]benzochinon-bis-phenylimin;2,5-dianilino-[1,4]benzoquinone-bis-phenylimine;[2,5-bis(phenylazamethylene)-4-(phenylamino)cyclohexa-1(6),3-dienyl]phenylamin e;N,N',N'',N'''-tetraphenyl-2,5-diamino-1,4-diiminobenzoquinone;2.5-Dianilino-benzochinon-(1.4)-dianil;2.5-Dianilino-p-chinon-dianil;

Chemical Property of N,N'-Diphenyl-2,5-bis(phenylamino)-1,4-benzoquinone diimine

Chemical Property:

• Melting Point: 236-237 °C
• Boiling Point: 564.0±50.0 °C(Predicted)
• PKA: 1.38±0.40(Predicted)
• Flash Point: 294.9oC
• PSA: 48.78000
• Density: 1.12±0.1 g/cm3(Predicted)
• LogP: 7.68340

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N,N'-Diphenyl-2,5-bis(phenylamino)-1,4-benzoquinone diimine

There total 73 articles about N,N'-Diphenyl-2,5-bis(phenylamino)-1,4-benzoquinone diimine 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: 94.0%

1,2,4,5-tetrakis-(N-phenylamino)benzene (80323-60-0) → azophenin (4435-12-5)

Guidance literature:

With oxygen; In chloroform; for 24h; Inert atmosphere; Glovebox;

DOI:10.1021/ja409927v

Reference yield: 9.0%

3,6-diimino-1,4-cyclohexadiene-1,4-diamine (24196-90-5) + aniline hydrochloride (142-04-1,36663-09-9) → Azophenine (4435-12-5)

Guidance literature:

With aniline; at 130 ℃; for 0.5h;

DOI:10.1021/ja00196a057

Reference yield: 2.2%

aniline (62-53-3) → 2,5-Bis(phenylamino)-4-phenylimino-2,5-cyclohexadienone (21086-81-7) + azophenin (4435-12-5) + Azobenzene (1227476-15-4) + 4-(Phenylazo)diphenylamine (101-75-7)

Guidance literature:

With 4-azidopyridine N-oxide; at 180 ℃; for 2.5h; Further byproducts given;

upstream raw materials:

benzofurazan oxide

aniline hydrochloride

aniline

p-benzoquinone oxime

Downstream raw materials:

aniline

1,2,4,5-tetrakis-(N-phenylamino)benzene

2,5-bis(phenylamino)-1,4-benzoquinone

1,4-phenylenediamine

Refernces

• 1、 Rumpel, Helmut,Limbach, Hans-Heinrich. "NMR Study of Kinetic HH/HD/DD Isotope, Solvent, and Solid-State Effects on the Double Proton Transfer in Azophenine". . p. 5429 - 5441. Retrieved 2007/10/02.
• 2、 Abramovitch, Rudolph A.,Bachowska, Barbara,Tomasik, Piotr. "THERMAL AND PHOTOCHEMICAL DECOMPOSITION OF 3- AND 4-AZIDOPYRIDINE 1-OXIDES IN NUCLEOPHILIC SOLVENTS". . p. 805 - 815. Retrieved 2007/10/02.