1h-pyrrole-2,5-dione
Maleimide
CAS: 541-59-3
Molecular Formula: C4H3NO2
1h-pyrrole-2,5-dione - Names and Identifiers
| Name | Maleimide |
| Synonyms | Maleimide NSC 13684 maleicimide Maleinimide Maleic imide ASISCHEM S97810 2,5-Pyrroledione PYRROLE-2,5-DIONE MALEIC ACID IMIDE 1h-pyrrole-2,5-dione 2,5-dioxo-3-pyrroline 3-Pyrroline-2,5-dione 5-hydroxy-2H-pyrrol-2-one 2,5-Dioxo-2,5-dihydropyrrole 1H-Pyrrole-2,5-dione,2,5-Pyrroledione 2,5-Dioxo-3-pyrroline~1H-Pyrrole-2,5-dione 1H-Pyrrole-2,5-dione, 2,5-Dihydro-2,5-dioxo-1H-pyrrole |
| CAS | 541-59-3 |
| EINECS | 208-787-4 |
| InChI | InChI=1/C4H3NO2/c6-3-1-2-4(7)5-3/h1-2H,(H,5,6,7) |
| InChIKey | PEEHTFAAVSWFBL-UHFFFAOYSA-N |
1h-pyrrole-2,5-dione - Physico-chemical Properties
| Molecular Formula | C4H3NO2 |
| Molar Mass | 97.07 |
| Density | 1,2493 g/cm3 |
| Melting Point | 91-93 °C (lit.) |
| Boling Point | 97-103°C 5mm |
| Flash Point | 97-103°C/5mm |
| Water Solubility | SOLUBLE |
| Solubility | soluble in Methanol |
| Appearance | Crystallization |
| Color | White to slightly yellow |
| Maximum wavelength(λmax) | ['280nm(EtOH)(lit.)'] |
| BRN | 106910 |
| pKa | 8.52±0.20(Predicted) |
| Storage Condition | Inert atmosphere,Room Temperature |
| Refractive Index | 1.4543 (estimate) |
| MDL | MFCD00005494 |
| Physical and Chemical Properties | Light yellow crystalline powder |
| Use | for organic synthesis. Rhodium-catalyzed arylation of arylboric acid. |
1h-pyrrole-2,5-dione - Risk and Safety
| Risk Codes | R25 - Toxic if swallowed R34 - Causes burns R43 - May cause sensitization by skin contact R36/37/38 - Irritating to eyes, respiratory system and skin. R36 - Irritating to the eyes |
| 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.) S37/39 - Wear suitable gloves and eye/face protection S28A - S7/9 - |
| UN IDs | UN 2923 8/PG 2 |
| WGK Germany | 3 |
| RTECS | ON4800000 |
| TSCA | Yes |
| HS Code | 29251995 |
| Hazard Class | 8 |
| Packing Group | III |
1h-pyrrole-2,5-dione - Introduction
Soluble in water, ethanol and ether. Easy to sublimate.
Last Update：2022-10-16 17:26:06
1h-pyrrole-2,5-dione - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| biological activity | Maleimide show fluorescence quenching ability, and can be used as a fluorescent probe for specific detection of thiol analytes. Maleimide are also used in the production of antibody-conjugated drugs (ADCs) for cancer research. |
| use | for organic synthesis. Rhodium-catalyzed arylation of arylboric acid. |
| Production method | is obtained by the reaction of pyrrole and potassium dichromate. Dissolve 1177g of potassium dichromate in 1200ml of water and 712ml of concentrated sulfuric acid, heat to 35 ℃, slowly add 54g of pyrrole under stirring, and the reverse temperature does not exceed 50 ℃. After addition, keep the temperature at 40-50 ℃ until there is no pyrrole smell. Cool, use glass wool to remove a small amount of tar generated by the reaction, and wash the filter residue with hot water. Filtration and washing solution are extracted with ether. After the extraction solution is dried by anhydrous sodium sulfate, the ether is evaporated and recovered to obtain crude crystallization. 7g of pure white crystal finished product can be obtained by vacuum sublimation. |
Last Update：2024-04-09 19:55:45
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