p-Benzoquinone imine

Base Information

• Chemical Name: p-Benzoquinone imine
• CAS No.: 3009-34-5
• Molecular Formula: C6H5 N O
• Molecular Weight: 107.112
• Hs Code.: 2925290090
• UNII: 5EVQ7K6T93
• DSSTox Substance ID: DTXSID10952501
• Nikkaji Number: J75.337H
• Wikidata: Q27121974
• Metabolomics Workbench ID: 57361
• Mol file: 3009-34-5.mol

Synonyms:1,4-benzoquinone imine;1,4-benzoquinoneimine

Chemical Property of p-Benzoquinone imine

Chemical Property:

• Vapor Pressure: 0.0887mmHg at 25°C
• Refractive Index: 1.5423 (estimate)
• Boiling Point: 225°Cat760mmHg
• PKA: 4.19±0.20(Predicted)
• Flash Point: 89.9°C
• PSA: 57.99000
• Density: 1.13g/cm³
• LogP: 0.20400
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 107.037113783
• Heavy Atom Count: 8
• Complexity: 171

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=O)C=CC1=N
• Uses: p-Quinonimine (Acetaminophen Impurity 7 (4-quinoneimine)) is an impurity of Acetaminophen (A161220), an analgesic and antipyretic drug. Acetaminophen is a pain reliever commonly used to treat headache, muscle aches, arthritis, and other acute or chronic painful conditions.

Technology Process of p-Benzoquinone imine

There total 20 articles about p-Benzoquinone imine 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%

2-hydroxynitrobenzene (88-75-5,78813-12-4) → quinoneimine (3009-34-5) + 2-amino-phenol (95-55-6)

Guidance literature:

With potassium fluoride; polymethylhydrosiloxane; palladium diacetate; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1055/s-2006-950231

Reference yield: 55.0%

→ quinoneimine (3009-34-5)

Guidance literature:

Reference yield:

benzoquinone N-chloroimine (637-61-6) + 4-amino-phenol (123-30-8) → quinoneimine (3009-34-5) + 4,4'-dihydroxydiphenylamine (1752-24-5) + N,N'-bis-(p.hyroxyphenyl)-2-hydroxy-5-amino-1,4-benzoquinone (71082-02-5) + 2,5-bis-(benzoquinone monoimine)-1,4-aminophenol (79547-73-2) + p-benzoquinone (106-51-4)

Guidance literature:

With electrolysis; Rate constant; Mechanism; var. pH,;

upstream raw materials:

4-amino-phenol

N,N-bis(2-hydroxyethyl)-4-aminoaniline

benzoquinone N-chloroimine

4-amino-N,N-dimethylaniline

Downstream raw materials:

phenol blue

[1,4]benzoquinone-mono-(4-amino-phenylimine)

4-amino-phenol

ammonia

Refernces

• 1、 Elancheziyan, Mari,Senthilkumar, Sellappan. "Redox-active gold nanoparticle-encapsulated poly(amidoamine) dendrimer for electrochemical sensing of 4-aminophenol". . . Retrieved 2021.
• 2、 Zhang, Changyu,Nie, Qichang,Ismail, Ismail,Xi, Zhen,Yi, Long. "A highly sensitive and selective fluorescent probe for fast sensing of endogenous HClO in living cells". . p. 3835 - 3838. Retrieved 2018.
• 3、 Fieser. "-". . p. 4915,4937. Retrieved 1930.