- Mal-PEG1-OH
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- $0.00 / 25g
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2025-06-07
- CAS:1585-90-6
- Min. Order: 25g
- Purity: >98.00%
- Supply Ability: 25g
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| | 1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE Basic information |
| | 1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE Chemical Properties |
| Melting point | 66-67 °C (lit.)
67-74 °C | | Boiling point | 130°C/0.005mmHg(lit.) | | density | 1.395 | | storage temp. | 2-8°C | | pka | 14.21±0.10(Predicted) | | form | Powder | | color | white | | InChI | InChI=1S/C6H7NO3/c8-4-3-7-5(9)1-2-6(7)10/h1-2,8H,3-4H2 | | InChIKey | AXTADRUCVAUCRS-UHFFFAOYSA-N | | SMILES | N1(CCO)C(=O)C=CC1=O | | CAS DataBase Reference | 1585-90-6 |
| Hazard Codes | Xn | | Risk Statements | 22-36 | | Safety Statements | 26 | | WGK Germany | 3 | | HS Code | 2925.19.9100 |
| | 1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE Usage And Synthesis |
| Description | 1-(2-hydroxymethyl)-1-H-pyrrole-2,5-dione is a synthetic building block for adding an maleimide group with a hydroxyl handle. The hydroxyl group enables further derivatization or replacement with other reactive functional groups. | | Uses | 1-(2-Hydroxy-ethyl)-pyrrole-2,5-dione is a substituted succinimide with antibacterial and cytotoxic activities. | | reaction suitability | reagent type: cross-linking reagent | | Synthesis | General procedure for the synthesis of N-(2-hydroxyethyl)maleimide (HEMI) from 3a,4,7,7a-tetrahydro-2-(2'-hydroxyethyl)-4,7-epoxy-1H-isoindole-1,3(2H)-dione (HEMI-A): 0.19 mol (40 g) of HEMI-A was mixed with 227 g of xylene and 0.005 g of methylhydroquinone ( MEHQ, as antioxidant) was mixed. The reaction was heated under nitrogen protection at reflux at 130 °C for 3 h and 15 min to convert HEMI-A to HEMI with a conversion of 98.7% and a reaction yield of about 98.7%. After completion of the reaction, the reactor was cooled to room temperature, the reaction mixture was filtered and the solid product was washed with 15 g of xylene. The washed solid was dried under vacuum to give 25.1 g of HEMI in 93% yield based on HEMI-A. The purity of HEMI was confirmed to be greater than 99% by 1H-NMR analysis. The mother liquor and wash liquor were combined and the total mass was determined to be 230.2 g, which contained 1.17 g of HEMI, which can be recovered or recycled as described above. | | References | [1] Patent: WO2007/44169, 2007, A1. Location in patent: Page/Page column 10 [2] Dyes and Pigments, 2017, vol. 145, p. 518 - 527 [3] Organic Letters, 2011, vol. 13, # 16, p. 4364 - 4367 [4] Advanced Functional Materials, 2014, vol. 24, # 33, p. 5261 - 5268,8 [5] Journal of Controlled Release, 2018, vol. 285, p. 187 - 199 |
| | 1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE Preparation Products And Raw materials |
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