Dibenzo(b,k)(1,4,7,10,13,16)hexaoxacyclooctadecin, eicosahydro-
Dicyclohexano-18-crown-6 (mixture isomeres)
CAS: 16069-36-6
Molecular Formula: C20H36O6
Dibenzo(b,k)(1,4,7,10,13,16)hexaoxacyclooctadecin, eicosahydro- - Names and Identifiers
Dibenzo(b,k)(1,4,7,10,13,16)hexaoxacyclooctadecin, eicosahydro- - Physico-chemical Properties
| Molecular Formula | C20H36O6 |
| Molar Mass | 372.5 |
| Density | 1.102 g/cm |
| Melting Point | 47-50°C |
| Boling Point | 344°C |
| Flash Point | 113°C |
| Water Solubility | Slightly soluble |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | Crystalline Solid |
| Color | White to slightly beige |
| Merck | 14,2602 |
| BRN | 1130529 |
| Storage Condition | Store below +30°C. |
| Sensitive | Hygroscopic |
| Refractive Index | 1.4909 |
Dibenzo(b,k)(1,4,7,10,13,16)hexaoxacyclooctadecin, eicosahydro- - Risk and Safety
| Risk Codes | R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/38 - Irritating to eyes and skin. R22 - Harmful if swallowed |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S38 - In case of insufficient ventilation, wear suitable respiratory equipment. S28A - S36 - Wear suitable protective clothing. |
| UN IDs | UN 2811 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | HP5385000 |
| FLUKA BRAND F CODES | 3-9 |
| TSCA | Yes |
| HS Code | 29329995 |
| Hazard Class | 6.1 |
| Packing Group | III |
| Toxicity | LD50 orally in Rabbit: 176 mg/kg |
Dibenzo(b,k)(1,4,7,10,13,16)hexaoxacyclooctadecin, eicosahydro- - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| production method | 1.? A 1 L stainless steel autoclave was charged with 125g (0.347 mol) of dibenzo -1-crown -6,500 ml of redistilled n-butanol and 12.5g of 5% nail-alumina catalyst. After flushing the system with nitrogen three times, hydrogen gas was introduced to 70 atmospheres. The hydrogenation is carried out at 100 °c with stirring until the amount of hydrogen absorbed reaches the theoretical amount (2.08 mol). It was cooled to room temperature, vented, filtered and the catalyst removed. The filtrate was placed in a rotary evaporator, concentrated at 90-100 ° C. Under reduced pressure, and allowed to stand and solidify. The crude product was dissolved in 400ml of n-heptane and chromatographed by 7x20cm acid-washed alumina (80-100 mesh, activity I-l grade) column, the fraction before the occurrence of the base absorption peak in the infrared spectrum was collected. The solvent was distilled off with a rotary evaporator to obtain 89 a 75g (69% a 58) White prismatic crystals, 2. Preparation Method: In the high pressure reactor, add diphenyl -18-crown -6(2)125g(0.347mol),500ml of newly distilled butanol -1,125g(5%) ruthenium-alumina catalyst. After being closed, it was flushed with nitrogen gas, and then hydrogen gas was introduced. The hydrogenation was carried out at 100 ° C. Under a pressure of 0.7MPA until a theoretical amount of hydrogen (2.08mol) was absorbed. The reaction vessel was cooled to room temperature, vented, and the reaction vessel was opened. The catalyst was filtered off. The filtrate was concentrated under reduced pressure, and the residue was left to stand and solidified. The crude product was dissolved in 400ml of n-heptane and the alumina column was washed with water and eluted with n-heptane. After elution and concentration, a mixture of diastereomers of white prismatic crystalline dicyclohexyl-18-crown -6 (1) 75~89g,mp38~54 ℃ was obtained, the yield was 58% ~ 69%. Note: ① this product is toxic and irritating to eyes and skin. Special attention should be paid to safety when using it. [7] |
Last Update：2024-04-10 22:29:15
