1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE
- Product Name
- 1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE
- CAS No.
- 1585-90-6
- Chemical Name
- 1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE
- Synonyms
- HEMI;1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione;N-(Ethanol)maleimide;N-Hydroxyethyl MaleiMide;N-hydroxyethylMaleiciMide;N-(2-HYDROXYETHYL)MALEIMIDE;1-(2-Hydroxyethyl)maleimide;N-(2-Hydroxyethyl)MaleiMide 97%;N-(2-Hydroxyethyl)MaleiMide,99%;1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE
- CBNumber
- CB1188899
- Molecular Formula
- C6H7NO3
- Formula Weight
- 141.12
- MOL File
- 1585-90-6.mol
1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE Property
- Melting point:
- 66-67 °C (lit.) 67-74 °C
- Boiling point:
- 130°C/0.005mmHg(lit.)
- Density
- 1.395
- storage temp.
- 2-8°C
- form
- Powder
- pka
- 14.21±0.10(Predicted)
- 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
N-Bromosuccinimide Price
- Product number
- 773263
- Product name
- N-(2-Hydroxyethyl)maleimide
- Purity
- 97%
- Packaging
- 250mg
- Price
- $127.79
- Updated
- 2025/07/31
- Product number
- 773263
- Product name
- N-(2-Hydroxyethyl)maleimide
- Purity
- 97%
- Packaging
- 1g
- Price
- $487.08
- Updated
- 2025/07/31
- Product number
- H1544
- Product name
- N-(2-Hydroxyethyl)maleimide
- Purity
- >98.0%(HPLC)(N)
- Packaging
- 1g
- Price
- $189
- Updated
- 2025/07/31
- Product number
- H1544
- Product name
- N-(2-Hydroxyethyl)maleimide
- Purity
- >98.0%(HPLC)(N)
- Packaging
- 5g
- Price
- $567
- Updated
- 2025/07/31
- Product number
- 07-1010
- Product name
- N-(2-Hydroxyethyl)maleimide, 99%
- Packaging
- 250mg
- Price
- $128
- Updated
- 2024/03/01
1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE Chemical Properties,Usage,Production
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
32620-90-9
1585-90-6
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
Raw materials
Preparation Products
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View Lastest Price from 1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE manufacturers
- Product
- 1-(2-Hydroxy-ethyl)-pyrrole-2,5-dione 1585-90-6
- Price
- US $2.00-5.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2025-06-19
- Product
- 1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE 1585-90-6
- Price
- US $0.37/g
- Min. Order
- 1g
- Purity
- 99%min cherry@coreychem.com
- Supply Ability
- 1kg/10kg
- Release date
- 2020-11-29
- Product
- Mal-PEG1-OH 1585-90-6
- Price
- US $0.00/g
- Min. Order
- 25g
- Purity
- >98.00%
- Supply Ability
- 25g
- Release date
- 2024-03-27