105-11-3 Usage
Description
1,4-Benzoquinone dioxime, also known as p-Benzoquinone dioxime, is a chemical compound that appears as pale yellow crystals or brown powder. It is known for its unique chemical properties and has found various applications across different industries.
Uses
Used in Rubber Industry:
1,4-Benzoquinone dioxime is used as a rubber accelerator for enhancing the vulcanization process in rubber production. Its ability to speed up the reaction between rubber and sulfur leads to improved efficiency and product quality.
Used in Chemical Synthesis:
In the field of chemical synthesis, 1,4-Benzoquinone dioxime serves as a crucial component in the oxidative regeneration of various carbonyl compounds from their oximes. This process utilizes superoxide ion generated in situ through the phase transfer reaction between potassium superoxide and 18-crown-6, showcasing the compound's versatility in chemical reactions.
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,.
Check Digit Verification of cas no
The CAS Registry Mumber 105-11-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 5 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 105-11:
(5*1)+(4*0)+(3*5)+(2*1)+(1*1)=23
23 % 10 = 3
So 105-11-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H6N2O2/c9-7-5-1-2-6(8-10)4-3-5/h1-4,9-10H/b7-5-,8-6+
105-11-3Relevant articles and documents
Preparation method of P-benzoquinone dioxime
-
Paragraph 0061; 0071-0078; 0088-0095; 0105-0111, (2021/12/07)
The preparation method of p-benzoquinone dioxime generates intermediate p-benzoquinone monooxime and byproduct alcohol under the action of an acid reaction promoter, and the intermediate is directly reacted with hydroxylamine hydrochloride to generate p-benzoquinone dioxime. The discharge of production waste water is reduced, and the requirement of green color production is met. The by-product ethanol obtained by nitrosation reaction can be finally recovered by distillation together with an organic solvent, so that the utilization rate of raw materials is improved. The whole synthesis process adopts an inert gas to isolate air, avoids the disproportionation and decomposition and intermediate of ethyl nitrite, reduces the generation of side reactions, improves the conversion rate of the reaction, and further improves the yield and purity of the benzoquinone dioxime, the yield is 85.0% - 95.0%, the purity ≥ 99.0 wt % and the melting point are 250 °C - 255 °C.
Hydrohalogenation of 1,4-Benzoquinone Mono- and Bis(O-acyloximes)
Avdeenko,Glinyanaya
, p. 1154 - 1159 (2007/10/03)
Hydrohalogenation of 1,4-benzoquinone O-acyloximes involves intermediate formation of corresponding 1,4-benzoquinone monooximes and hydroxyamino derivatives. The final hydrochlorination products are 2,6-dichloro-4-alkoxyanilines, hydrobromination yields 3,5-dibromo-4-aminophenol as the final product. O-Acyl- and O,O′-diacyl-1,4-benzoquinone dioximes do not undergo hydrohalogenation.