1,4-Benzoquinone dioxime Chemical Properties

Melting point:

243 °C (dec.)(lit.)

Boiling point:

253.51°C (rough estimate)

Density 

1,49 g/cm³

vapor pressure 

0Pa at 25℃

refractive index 

1.5100 (estimate)

Flash point:

°C

storage temp. 

Sealed in dry,Room Temperature

solubility 

dioxane: soluble0.1g/10 mL, clear

pka

9.12±0.20(Predicted)

form 

Solid

color 

White

Water Solubility 

<0.01 g/100 mL at 22.5 ºC

BRN 

2043234

Stability:

Stable. Incompatible with strong acids, strong oxidizing agents.

InChI

1S/C6H6N2O2/c9-7-5-1-2-6(8-10)4-3-5/h1-4,9-10H/b7-5-,8-6+

InChIKey

LNHURPJLTHSVMU-CGXWXWIYSA-N

SMILES

O\N=C1/C=C\C(C=C1)=N\O

LogP

0.3 at 35℃

CAS DataBase Reference

105-11-3(CAS DataBase Reference)

NIST Chemistry Reference

2,5-Cyclohexadiene-1,4-dione, dioxime(105-11-3)

IARC

3 (Vol. 29, Sup 7, 71) 1999

EPA Substance Registry System

p-Quinone dioxime (105-11-3)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-40

Safety Statements 

45-36/37-60

WGK Germany 

3

RTECS 

DK4900000

TSCA 

TSCA listed

HS Code 

29280000

Storage Class

1 - Explosive hazardous materials

Hazard Classifications

Acute Tox. 4 Oral
Aquatic Chronic 2
Carc. 2
Expl. 1.1
Eye Irrit. 2
Flam. Sol. 2
Muta. 2
Skin Sens. 1A

Hazardous Substances Data

105-11-3(Hazardous Substances Data)

Toxicity

LD50 oral in rat: 464mg/kg

MSDS

• Language:English Provider:1,4-Benzoquinone dioxime
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1,4-Benzoquinone dioxime Usage And Synthesis

Uses

A rubber accelerator.

Chemical Properties

pale yellow to brown crystals or powder

Uses

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.

Definition

ChEBI: Para-Benzoquinone dioxime is a quinone imine.

General Description

Pale yellow crystals or brown powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

1,4-Benzoquinone dioxime is incompatible with strong oxidizers and strong acids.

Fire Hazard

Flash point data for 1,4-Benzoquinone dioxime are not available; however, 1,4-Benzoquinone dioxime is probably combustible.

Flammability and Explosibility

Flammable

Biochem/physiol Actions

p-Benzoquinone dioxime is sex-specific rat carcinogen inducing tumours of the urinary bladder in female rats and is a direct-acting mutagen in Salmonella typhimurium TA982.

Safety Profile

Moderately toxic by ingestion. Questionable carcinogen with experimental neoplastigenic and tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx,.

Synthesis

In recent years, the industrial production of 1,4-benzoquinone dioxime is mainly based on the following method: in the presence of sulfuric acid at a certain concentration at 0??C, sodium nitrite nitrosation of phenol dissolved in 30% NaOH solution to produce p-benzoquinone monoxime, and then adding hydroxylamine to oximize the produced p-benzoquinone monoxime to produce the final product 1,4-benzoquinone dioxime.

1,4-Benzoquinone dioxime(105-11-3)Related Product Information

• Chloranil
• 1,4-Benzoquinone
• Idebenone
• 2,3-Butanedione monoxime
• Benzophenone oxime
• Acetone oxime
• Dimethylglyoxime
• P-XYLENE
• DIBENZOYL-P-BENZOQUINONE DIOXIME,p-Benzoquinone dioxime dibenzoate,O,O''-Dibenzoyl-p-benzoquinone dioxime
• Acrolein oxime
• PARA-BENZOQUINONE,DIOXIME
• 1,2-Benzoquinone dioxime
• 2-benzoquinone dioxime
• p-Benzoquinone dioxime disodium
• 1,4-Benzoquinone dioxime