p-Benzoquinone dioxime
1,4-Benzoquinone dioxime
CAS: 105-11-3
Molecular Formula: C6H6N2O2
p-Benzoquinone dioxime - Names and Identifiers
| Name | 1,4-Benzoquinone dioxime |
| Synonyms | QDO PQD Quinone dioxime p-Quinone dioxime 1,4-QUINONE DIOXIME 4-BENZOQUINONEDIOXIME 1,4-Benzochinondioxim p-Benzoquinone dioxime 1,4-Benzoquinone dioxime 1,4-BENZOQUINONE DIOXIME N-hydroxy-4-nitrosoaniline 1,4-CYCLOHEXADIENEDIONE DIOXIME 2,5-Cyclohexadiene-1,4-dione,dioxime 4-(4-chloro-2-methylphenoxy)butanoic acid (1E,4E)-N,N'-dihydroxycyclohexa-2,5-diene-1,4-diimine (1Z,4Z)-N,N'-dihydroxycyclohexa-2,5-diene-1,4-diimine |
| CAS | 105-11-3 |
| EINECS | 203-271-5 |
| InChI | InChI=1/C6H6N2O2/c9-7-5-1-2-6(8-10)4-3-5/h1-4,9-10H/b7-5-,8-6+ |
| InChIKey | LNHURPJLTHSVMU-CGXWXWIYSA-N |
p-Benzoquinone dioxime - Physico-chemical Properties
| Molecular Formula | C6H6N2O2 |
| Molar Mass | 138.12 |
| Density | 1,49 g/cm3 |
| Melting Point | 243°C (dec.)(lit.) |
| Boling Point | 253.51°C (rough estimate) |
| Flash Point | °C |
| Solubility | Soluble in acetic acid, ethyl acetate, soluble in hot water, insoluble in cold water, benzene and gasoline. |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | Crystallization |
| Color | White |
| BRN | 2043234 |
| pKa | 9.12±0.20(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Stability | Stable. Incompatible with strong acids, strong oxidizing agents. |
| Refractive Index | 1.5100 (estimate) |
| MDL | MFCD00063636 |
| Physical and Chemical Properties | Melting point 243°C water-soluble <0.01g/100 mL at 22.5°C |
| Use | Used as a reagent for the determination of nickel and rubber vulcanizing agent |
p-Benzoquinone dioxime - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R40 - Limited evidence of a carcinogenic effect |
| Safety Description | S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37 - Wear suitable protective clothing and gloves. S60 - This material and its container must be disposed of as hazardous waste. |
| WGK Germany | 3 |
| RTECS | DK4900000 |
| TSCA | Yes |
| HS Code | 29280000 |
| Toxicity | LD50 oral in rat: 464mg/kg |
p-Benzoquinone dioxime - Introduction
Soluble in acetic acid, ethyl acetate, soluble in hot water, insoluble in cold water, benzene and gasoline. Flammable
Last Update：2022-10-16 17:11:42
p-Benzoquinone dioxime - Reference Information
| LogP | 0.3 at 35℃ |
| (IARC) carcinogen classification | 3 (Vol. 29, Sup 7, 71) 1999 |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| performance | 1,4-benzoquinone dioxime product performance: easy to disperse in the compound, fast vulcanization speed, high constant elongation strength of the compound, heat resistance and weather resistance, ozone resistance and excellent electrical insulation performance, can be used as acrylic polymerization inhibitor, can improve the thermal resistance of polyester fiber tire cord fabric, hot melt adhesive of metal glass, crosslinking regulator of olefin copolymer, organic monomer stabilizers, self-curing adhesives, rubber products that prevent nuclear radiation, have an activation effect on oxidants (such as Pb304,Pb02). |
| application | 1,4-benzoquinone dioxime is a heterocyclic compound that can be used as a crosslinking agent. |
| Preparation | In recent years, the industrial production of 1,4-benzoquinone dioxime is mainly: in the presence of a certain concentration of sulfuric acid at 0 ℃, sodium nitrite is dissolved in phenol 30% NaOH solution to prepare p-benzoquinone monooxime, and then the prepared p-benzoquinone monooxime is added to hydroxylamine oxime to prepare the final product 1,4-benzoquinone dioxime. |
| use | used as vulcanizing agent for butyl rubber, natural rubber, styrene butadiene rubber and polysulfur "ST" rubber, especially suitable for butyl rubber. Oxidants (such as Pb3O4,PbO2) have an activation effect on it. It is easy to disperse in the rubber compound, has fast vulcanization and high tensile strength of vulcanized rubber. The critical temperature is relatively low and has a tendency to scorch. Adding some anti-scorch agents (such as phthalic anhydride, anti-scorch agent NA), thiuram, thiazole, dithiocyanocarbate accelerator can effectively improve the safety of operation. This product has discoloration and contaminants and is only suitable for dark products. When the accelerator DM is used as the active agent, the scorch resistance is better than that of lead oxide, and the discoloration is also weakened, except for carbon black rubber. When tetrachlorobenzoquinone is used as the active agent, the activation is much stronger than lead oxide. This product is mainly used for manufacturing air bags, water tires, insulation layers for wires and cables, heat-resistant gaskets, etc. The dosage is 1-2 parts. 10-6 parts of lead oxide or DM4-2 parts of accelerator. p-phenylquinone dioxime is a reagent for the determination of nickel. Used as a reagent for the determination of nickel and rubber vulcanizing agent Used as a vulcanizing agent for butyl rubber, natural rubber, styrene-butadiene rubber, etc. |
| production method | p-nitroso phenol is generated from phenol nitrosation, translocation to pair quinone monooxime, and then react with hydroxylamine hydrochloride to obtain the product. Under stirring, slowly dissolve phenol in 30% sodium hydroxide solution, mix with sodium nitrite at 0 ℃, then add 30% sulfuric acid, keep the temperature at 7-8 ℃, and stir for 1h. Filter out the crystals and wash away the acidity with water to obtain p-nitroso phenol. After transposition, it is mixed with hydroxylamine hydrochloride aqueous solution, and heated to 70°C for oxime reaction. After the reaction is completed, the p-phenylquinone dioxime is filtered. Raw material consumption (kg/t) phenol 1500 hydroxylamine hydrochloride 1200 sodium nitrite (97%)1600 |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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View History
p-Benzoquinone dioxime
ANGOROSIDE C
3-溴咪唑并[1,2-a]吡啶-6-甲酸甲酯
2-氯-5-硝基苯并噻唑
cis-3,6-Diazabicyclo[3.2.0]heptane-6-carboxylic acid tert-butylester
聚丙二醇二环氧乙烷甲基醚
Methyl amino(4-fluorophenyl)acetate HCl
三(9,12-十八二烯酸)甘油酯
双(二亚苄基丙酮)钯(0)
2-AMINO-4-METHYLPYRIMIDINE
ANGOROSIDE C
3-溴咪唑并[1,2-a]吡啶-6-甲酸甲酯
2-氯-5-硝基苯并噻唑
cis-3,6-Diazabicyclo[3.2.0]heptane-6-carboxylic acid tert-butylester
聚丙二醇二环氧乙烷甲基醚
Methyl amino(4-fluorophenyl)acetate HCl
三(9,12-十八二烯酸)甘油酯
双(二亚苄基丙酮)钯(0)
2-AMINO-4-METHYLPYRIMIDINE