p-Benzoquinone diimine

Base Information

• Chemical Name: p-Benzoquinone diimine
• CAS No.: 4377-73-5
• Molecular Formula: C6H6N2
• Molecular Weight: 106.127
• Nikkaji Number: J630.362E
• Mol file: 4377-73-5.mol

Synonyms:p-Benzoquinone diimine;4377-73-5;2,5-Cyclohexadiene-1,4-diimine;benzoquinone diimine;SCHEMBL148004

Chemical Property of p-Benzoquinone diimine

Chemical Property:

• Vapor Pressure: 0.226mmHg at 25°C
• Boiling Point: 214.6°C at 760 mmHg
• Flash Point: 83.6°C
• Density: 1.13g/cm³
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 106.053098200
• Heavy Atom Count: 8
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=N)C=CC1=N

Technology Process of p-Benzoquinone diimine

There total 14 articles about p-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: 82.0%

1,4-phenylenediamine (106-50-3) → 2,5-cyclohexadiene-1,4-diimine (4377-73-5)

Guidance literature:

With sodium sulfate; silver(l) oxide; In diethyl ether; for 2h;

DOI:10.1016/0022-328X(84)80723-8

Reference yield: 52.0%

aniline (62-53-3) → 2,5-cyclohexadiene-1,4-diimine (4377-73-5) + 4-azidoaniline (14860-64-1)

Guidance literature:

With sodium tetrafluoroborate; sodium azide; In methanol; electrolysis;

Reference yield:

1,4-phenylenediamine (106-50-3) → 2,5-cyclohexadiene-1,4-diimine (4377-73-5) + Allantoin (97-59-6)

Guidance literature:

With uricase; oxygen; at 30 ℃; oxidative polimerization induced by uricase in comparison to glucose oxidase;

DOI:10.1021/jo9605049

upstream raw materials:

1,4-phenylenediamine

N,N'-di(2-naphthyl)-p-phenylenediamine

4-azidoaniline

benzoquinone bis-(N-chloroimine)

Downstream raw materials:

4-(4-Amino-phenylimino)-2,6-dimethyl-cyclohexa-2,5-dienone

1,4-phenylenediamine

(CO)5WH₂NC₆H₄NH₂W(CO)5

ammonia

Refernces

• 1、 Akai, Nobuyuki,Kudoh, Satoshi,Nakata, Munetaka. "UV photolysis of 1,4-diaminobenzene in a low-temperature argon matrix to 2,5-cyclohexadiene-1,4-diimine via 4-aminoanilino radical". . p. 6725 - 6730. Retrieved 2003.
• 2、 Aoki, Masahiro,Tsujino, Yoshio,Kano, Kenji,Ikeda, Tokuji. "Significance of uricase in oxidase-induced oxidative coloring reaction of p-phenylenediamine". . p. 5610 - 5616. Retrieved 1996.
• 3、 Bailey, Aaron D.,Zhang, Guiru,Murphy, Bryan P.. "Mechanistic Insights into Substituent Effects on Reactivity of 2-(Methoxymethyl)benzene-1,4-diamine". supporting information. p. 729 - 742. Retrieved 2017/09/02.