1,4-Benzoquinone dioxime

Base Information

• Chemical Name: 1,4-Benzoquinone dioxime
• CAS No.: 105-11-3
• Molecular Formula: C₆H₆N₂O₂
• Molecular Weight: 138.126
• Hs Code.: 29280000
• European Community (EC) Number: 203-271-5
• NSC Number: 14433,4774
• UN Number: 1325
• UNII: MGE6YH92Q2
• DSSTox Substance ID: DTXSID8021222
• Nikkaji Number: J2.731.173C,J5.040G
• Wikidata: Q27155923
• ChEMBL ID: CHEMBL1585396
• Mol file: 105-11-3.mol

Synonyms:1,4-benzoquinone dioxime;1,4-benzoquinone dioxime, copper salt;p-benzoquinone dioxime;para-benzoquinone dioxime

Chemical Property of 1,4-Benzoquinone dioxime

Chemical Property:

• Appearance/Colour: pale yellow to brown crystals or powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 243 °C
• Refractive Index: 1.594
• Boiling Point: 298.9 °C at 760 mmHg
• PKA: 9.12±0.20(Predicted)
• Flash Point: 134.6 °C
• PSA: 65.18000
• Density: 1.32 g/cm³
• LogP: 0.77280
• Storage Temp.: -20°C
• Solubility.: dioxane: soluble0.1g/10 mL, clear
• Water Solubility.: <0.01 g/100 mL at 22.5℃
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 138.042927438
• Heavy Atom Count: 10
• Complexity: 110
• Transport DOT Label: Flammable Solid

Purity/Quality:

98% ^*data from raw suppliers

p-Benzoquinone dioxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-40
• Safety Statements: 45-36/37-60

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Oximes
• Canonical SMILES: C1=CC(=CC=C1NO)N=O
• Uses: A rubber accelerator. p-Benzoquinone dioxime was used in oxidative regeneration of a variety of carbonyl compounds from their oximes using superoxide ion generated in situ by the phase transfer reaction between potassium superoxide and 18-crown-6.

Technology Process of 1,4-Benzoquinone dioxime

There total 22 articles about 1,4-Benzoquinone dioxime 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: 100.0%

1,4-benzoquinone mono-O-(p-toluyl)dioxime (158868-66-7) → p-benzoquinone dioxime (105-11-3,6133-83-1,6421-98-3)

Guidance literature:

With hydrogenchloride; at 45 ℃;

Reference yield: 100.0%

C13H9ClN2O3 → p-benzoquinone dioxime (105-11-3,6133-83-1,6421-98-3)

Guidance literature:

With hydrogenchloride; at 45 - 50 ℃;

Reference yield:

2-methoxyacetic acid (625-45-6) + p-benzoquinone (106-51-4) → p-benzoquinone dioxime (105-11-3,6133-83-1,6421-98-3) + 2-(methoxymethyl)cyclohexa-2,5-diene-1,4-dione oxime (1380070-69-8)

Guidance literature:

2-methoxyacetic acid; p-benzoquinone; With ammonium persulfate; silver nitrate; In water; at 65 ℃; for 0.25h;

With sodium acetate; In ethanol; for 12h; Reflux;

upstream raw materials:

p-benzoquinone oxime

hydroquinone

p-benzoquinone

[1,4]benzoquinone-(O-benzoyl oxime )-oxime

Downstream raw materials:

[1,4]benzoquinone-cis-bis-(O-acetyl oxime)

[1,4]benzoquinone-trans-bis-(O-acetyl oxime )

[1,4]benzoquinone-(O-benzoyl oxime )-oxime

C₃₆H₅₀N₂O₆

Refernces

• 1、 -. "Preparation method of P-benzoquinone dioxime". Paragraph 0061; 0071-0078; 0088-0095; 0105-0111. . Retrieved 2021/12/07.