2,3-Cyclopentenopyridine
2,3-Cyclopenteno pyridine
CAS: 533-37-9;583-37-9
Molecular Formula: C8H9N
2,3-Cyclopentenopyridine - Names and Identifiers
2,3-Cyclopentenopyridine - Physico-chemical Properties
| Molecular Formula | C8H9N |
| Molar Mass | 119.16 |
| Density | 1.018 g/mL at 25 °C (lit.) |
| Melting Point | 117 °C |
| Boling Point | 87-88 °C/11 mmHg (lit.) |
| Flash Point | 153°F |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | clear liquid |
| Color | Colorless to Red to Green |
| pKa | 6.19±0.20(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | n20/D 1.544(lit.) |
| Physical and Chemical Properties | Density 1.018 boiling point 108-110 ° C (66 mmHg) refractive index 1.544 flash point 67°C |
| Use | Used as a pharmaceutical Intermediate |
2,3-Cyclopentenopyridine - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| HS Code | 29333990 |
2,3-Cyclopentenopyridine - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| overview | 2,3-cyclopentenopyridine is a pyridine derivative, an important intermediate for the synthesis of cefpirome, and is also widely used in the preparation of plant protectants, synthetic resins, plastic products, etc. Cefpirome, as the fourth generation of new cephalosporins, has the characteristics of broad spectrum, high efficiency, low toxicity and enzyme resistance. Cefpirome is the antibiotic with the strongest antibacterial activity against Gram-positive bacteria among the known cephalosporins. It was listed in Sweden as early as 1992 under the trade name of Cefrom. Although cefpirome has been listed and used in developed countries for 20 years, due to the limitations of domestic economy and technology, it has not been able to form a scale and is still in its infancy. |
| preparation | first, 1.6132g of titanium tetrachloride and 19.3g of ethanol are mixed to prepare a titanium-containing impregnating solution, the titanium-containing impregnating solution is added into 20gγ-Al2O3 (pore volume 0.61 ml/g), impregnated for 12h, dried at 80 ℃ for 4h, and then cooled naturally to obtain 2% Ti/γ-Al2O3; the impregnation solution prepared by mixing 2.3351gCu(NO3)2. 3H2O and 12.2g of water is added into 2% Ti/γ-Al2O3, impregnated for 12h, dried at 80 ℃ for 4h, and calcined at 500 ℃ to prepare 3% Cu/2% Ti/γ-Al2O3 modified alumina catalyst. Finally, the modified alumina catalyst was used to synthesize 2,3-cyclopentenopyridine: the raw material glycerin aqueous solution (mass concentration is 15%), cyclopentanone, ammonia and carrier gas nitrogen are introduced into a fixed bed reactor equipped with modified alumina catalyst 3% Cu/2%Ti/γ-Al2O3. The hourly space velocity of the feed liquid of the glycerin aqueous solution is 0.23 h-1, the hourly space velocity of the feed liquid of cyclopentanone is 0.07 h-1, the ammonia gas h-1 is 54.0, and the nitrogen gas space velocity is 1066.3 h-1. When the reaction is carried out at normal pressure and 300 ℃, the conversion of glycerol was 70.3%, and the selectivity of 2, 3-cyclopentenopyridine was 81.6%. using the process conditions of this embodiment, the reaction raw material glycerin is cheap and easy to obtain, not only industrial grade pure glycerin, but also crude glycerin produced by biodiesel can be used, which solves the problem of a large amount of excess glycerin produced by biodiesel and ensures the sustainable development of the whole industrial chain. However, the modified alumina catalyst carrier is easy to obtain, the preparation method is simple, the operation is easy, the catalyst activity is high, and the stability is good. The modified alumina catalyst is used in the gas-solid phase reaction of 2, 3-cyclopentenopyridine synthesized from glycerol, cyclopentanone and ammonia as raw materials, and has good results. The catalyst is cheap, the reaction is easy to implement, the reaction conditions are mild, and it has good development prospects. |
| Use | Used as a pharmaceutical intermediate Used as an intermediate for the drug cefpirome |
Last Update：2024-04-09 21:04:16
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