3,6-Bis-(phenylimino)-cyclohexa-1,4-diene

Base Information

• Chemical Name: 3,6-Bis-(phenylimino)-cyclohexa-1,4-diene
• CAS No.: 6246-98-6
• Molecular Formula: C₁₈H₁₄N₂
• Molecular Weight: 258.323
• DSSTox Substance ID: DTXSID20395708
• Nikkaji Number: J8.366F
• Mol file: 6246-98-6.mol

Synonyms:6246-98-6;N,N'-DIPHENYL-1,4-BENZOQUINONEDIIMINE;3,6-Bis-(phenylimino)-cyclohexa-1,4-diene;N-[4-(phenylimino)-2,5-cyclohexadien-1-ylidene]aniline;p-benzoquinonedianil;1-N,4-N-diphenylcyclohexa-2,5-diene-1,4-diimine;SCHEMBL755432;DTXSID20395708;QLSPXVTVRFSANN-UHFFFAOYSA-N;AKOS003623598;N,N'-diphenyl-1,4-benzoquinonediamine;n,n'-diphenyl-1,4-benzoquinone diimine;FT-0725235

Chemical Property of 3,6-Bis-(phenylimino)-cyclohexa-1,4-diene

Chemical Property:

• Boiling Point: 353.018oC at 760 mmHg
• Flash Point: 159.525oC
• PSA: 24.72000
• Density: 1.049g/cm3
• LogP: 4.65780
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 258.115698455
• Heavy Atom Count: 20
• Complexity: 372

Purity/Quality:

97% ^*data from raw suppliers

N,N'-DIPHENYL-1,4-BENZOQUINONEDIIMINE 95.00% ^*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=C2C=CC(=NC3=CC=CC=C3)C=C2

Technology Process of 3,6-Bis-(phenylimino)-cyclohexa-1,4-diene

There total 23 articles about 3,6-Bis-(phenylimino)-cyclohexa-1,4-diene 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: 98.0%

N,N'-diphenyl-1,4-phenylenediamine (74-31-7,943443-44-5) → N,N'-diphenyl-1,4-phenylenediamine (6246-98-6,73334-88-0,73334-89-1) + benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5)

Guidance literature:

With monoperoxyphthalic acid; In tetrahydrofuran; at 25 ℃;

DOI:10.1021/ja00536a027

Reference yield: 97.0%

phenyl isocyanate (103-71-9) + p-benzoquinone (106-51-4) → N,N'-diphenyl-1,4-phenylenediamine (6246-98-6,73334-88-0,73334-89-1)

Guidance literature:

With triphenylarsineoxide; In benzene; at 60 - 65 ℃; for 0.5h;

Reference yield: 88.0%

phthaloyl peroxide (4733-52-2) → N,N'-diphenyl-1,4-phenylenediamine (6246-98-6,73334-88-0,73334-89-1) + benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5)

Guidance literature:

With N,N'-diphenyl-1,4-phenylenediamine; In tetrahydrofuran; at 25 ℃;

DOI:10.1021/ja00536a027

upstream raw materials:

ethanol

N,N'-dinitroso-N,N'-diphenyl-p-phenylenediamine

4-aminotriphenylamine

N,N'-diphenyl-1,4-phenylenediamine

Downstream raw materials:

N,N'-diphenyl-1,4-phenylenediamine

[1,4]benzoquinone-bis-(N-phenyl oxime )

2,2,4-trimethyl-6-oxo-2,6-dihydroquinoline

p-benzoquinone

Refernces

• 1、 Boozer et al.. "-". . p. 3233,3235, 3380, 3382. Retrieved 1955.
• 2、 Gawlicka-Chruszcz, Anna,Stadnicka, Katarzyna. "A comparative study of intermolecular interactions in the crystal structures of phenyl/phenyl end-capped oligoanilines". . p. o416-o420. Retrieved 2002.
• 3、 Noguchi, Noriko,Nishino, Kimihiro,Niki, Etsuo. "Antioxidant action of the antihypertensive drug, carvedilol, against lipid peroxidation". . p. 1069 - 1076. Retrieved 2000.
• 4、 Antonov,Gadomsky,Varlamov. "Determination of dissociation energies of N-H bond in the 4-anilinodiphenylaminyl radical and O-H bond in the 2,5-dichloro-4- hydroxyphenoxyl radical from the equilibrium constants of chain reactions in quinoneimine-hydroquinone systems". . p. 1723 - 1728. Retrieved 2008/02/09.