Cyclohexanone oxime
Cyclohexanone oxime
CAS: 100-64-1
Molecular Formula: C6H11NO
Cyclohexanone oxime - Names and Identifiers
| Name | Cyclohexanone oxime |
| Synonyms | CHO Antioxidant D AKOS BBS-00004405 Cylohexanone oxime CYCLOHEXANONE OXIME CCYLOHEXANONE OXIME Cyclohexanone oxime CYCLOHEXAN-1-ONE OXIME LABOTEST-BB LT00853999 HYDROXYIMINOCYCLOHEXANE N-hydroxycyclohexanimine |
| CAS | 100-64-1 |
| EINECS | 202-874-0 |
| InChI | InChI=1/C6H11NO/c8-7-6-4-2-1-3-5-6/h8H,1-5H2 |
| InChIKey | VEZUQRBDRNJBJY-UHFFFAOYSA-N |
Cyclohexanone oxime - Physico-chemical Properties
| Molecular Formula | C6H11NO |
| Molar Mass | 113.16 |
| Density | 1.0125 (rough estimate) |
| Melting Point | 86-89 °C (lit.) |
| Boling Point | 206-210 °C (lit.) |
| Flash Point | 90 °C |
| Solubility | 17.7g/l |
| Vapor Presure | 1.78Pa at 20℃ |
| Appearance | White crystal |
| Color | Off-white to beige-brownish |
| BRN | 1616769 |
| pKa | 12.42±0.20(Predicted) |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. Reacts violently with fuming sulfuric acid at elevated temperature. |
| Refractive Index | 1.4860 (estimate) |
| MDL | MFCD00001660 |
| Physical and Chemical Properties | White prismatic crystals. Melting point 89-90 °c, boiling point 206-210 °c. Soluble in water, ethanol, ether, methanol. |
| Use | For Organic synthesis |
Cyclohexanone oxime - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 22 - Harmful if swallowed |
| Safety Description | 36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
| WGK Germany | 1 |
| RTECS | GW1925000 |
| TSCA | Yes |
| HS Code | 29280090 |
Cyclohexanone oxime - Upstream Downstream Industry
| Downstream Products | Ammonium sulfate |
Cyclohexanone oxime - Introduction
Soluble in water, ethanol, ether, methanol, water soluble <0.1g/100mL(20 ℃).
Last Update：2022-10-16 17:11:19
Cyclohexanone oxime - Reference Information
| LogP | 1.265 at 25℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Use | Cyclohexanone oxime is used as a cathode inhibitor to inhibit the corrosion of aluminum in hydrochloric acid. for organic synthesis |
| Preparation of caprolactam by cyclohexane oxidation | caprolactam is an important organic raw material, which can be used to make polycaprolactam resins, polycaprolactam fibers, artificial leather, plastics, engineering plastics, polymer solvents, coatings, and also used as plasticizers, pharmaceutical raw materials, synthetic lysine raw materials, etc. The cyclohexane oxidation method was originally invented by an American company, transferred to the German Farben Company in 1941, and was industrialized in 1943. Benzene is used as raw material, hydrogenated under the action of nickel catalyst to produce cyclohexane, and then under the action of cobalt catalyst, cyclohexane is oxidized with air at 140~180 ℃ and 1 ~ 2.5MPa to produce cyclohexanol and cyclohexanone The mixture, the ratio of the two is 6040, the cyclohexanol in the mixture is separated, the catalytic dehydrogenation, the formation of cyclohexanone, and the two parts of cyclohexanone are combined, at 110 ℃, it reacts with hydroxylamine in sulfuric acid to generate cyclohexanone oxime. At 100 ℃, cyclohexanone oxime is rearranged in concentrated sulfuric acid to generate crude caprolactam. The sulfuric acid in the reaction product is neutralized with ammonia to generate ammonium sulfate as a by-product. The crude caprolactam is extracted with trichloroethylene, and then rectified, concentrated, recrystallized, and refined. If this method is oxidized with air, it is carried out in the presence of boric acid, and the ratio of cyclohexanol to cyclohexanone can reach 90:10. |
| Production method | Cyclohexanone oxime is an intermediate product in the production of caprolactam. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 19:55:45
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