1,2-Bis(maleimido)ethane
- CAS No.
- 5132-30-9
- Chemical Name:
- 1,2-Bis(maleimido)ethane
- Synonyms
- BMOE;1,6-BISMALEIMIDOETHANE;EBM;NSC 41127;BM&œBIS-MALEIMIDOETHANE;1,2-DiMaleiMidoethane;ETHYLENE-BIS-MALEIMIDE;1,2-BISMALEIMIDOETHANE;1,2-BIS(MALEIMIDE)ETHANE
- CBNumber:
- CB5476024
- Molecular Formula:
- C10H8N2O4
- Molecular Weight:
- 220.18
- MOL File:
- 5132-30-9.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/9/12 9:14:32
| Melting point | 193-194°C |
|---|---|
| Boiling point | 428.3±28.0 °C(Predicted) |
| Density | 1.510±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | Chloroform |
| form | Solid |
| pka | -2.11±0.20(Predicted) |
| color | Off White |
| InChI | InChI=1S/C10H8N2O4/c13-7-1-2-8(14)11(7)5-6-12-9(15)3-4-10(12)16/h1-4H,5-6H2 |
| InChIKey | PUKLCKVOVCZYKF-UHFFFAOYSA-N |
| SMILES | C(N1C(=O)C=CC1=O)CN1C(=O)C=CC1=O |
| CAS DataBase Reference | 5132-30-9(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319 |
| Precautionary statements | P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362 |
| HS Code | 29251900 |
1,2-Bis(maleimido)ethane price More Price(2)
1,2-Bis(maleimido)ethane Chemical Properties,Uses,Production
Chemical Properties
Off White Solid
Uses
1,2-Bis(maleimido)ethane is a protein cross-linking agent.
General Description
BMOE, BMB and BMH are homobifunctional, maleimide crosslinkers for conjugation between sulfhydryl groups (-SH). Such bismaleimide crosslinkers are commonly used to explore and characterize protein structure (i.e., oligomerization) or protein interactions. Because BMOE, BMB and BMH have the same reactivity but differ in length, the relative success of these three reagents in forming crosslinks between sites in a protein oligomer or interaction can assist in determining intra- and intermolecular distances.
Synthesis
1,2-Bis(maleimido)ethane was prepared from ethylenediamine and maleic anhydride using acetic anhydride as the dehydrating agent with nickel acetate and triethylamine as catalysts. To a 1-L three-necked flask fitted with a paddle stirrer, reflux condenser, and nitrogen inlet were added 300 mL of freshly distilled N, N-dimethyl formamide, 0.5 mol (49.0 g) of maleic anhydride, and 0.25 mol (98.1 g) of ethylenediamine. The temperature of the solution rose to 115°C and its opaque color changed to yellow. Stirring was after that continued for 30 minutes at 90°C. Then 0.5 g of nickel(II) acetate, 25 mL of triethylamine, and 118 mL of acetic anhydride were added to the reaction vessel while maintaining the system at 90°C for another 30 min. The reaction mixture was cooled to 30°C, poured into 2 L of ice water, and stirred for 10 min to crystallize the BMI. The resulting brown precipitate was filtered off by suction, washed twice with 1 L of water, and filtered. For further purification, the product was dissolved in 300 mL of dry acetone, refluxed with 15 g of charcoal, and filtered. The volume of the solution was reduced to 100 mL by evaporation and then kept at 0°C overnight. The resulting precipitate was filtered off by suction and dried[1].
References
[1] A. Ashok Kumar, M. Alagar, K. Dinakaran. “Preparation and characterization of siliconized epoxy-1,2-bis(maleimido)ethane intercrosslinked matrix materials.” Journal of Applied Polymer Science 89 14 (2003): 3808–3817.
1,2-Bis(maleimido)ethane Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| Finetech Industry Limited | +86-27-87465837 +8618971612321 | China | 9640 | 58 | Inquiry |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | China | 18642 | 58 | Inquiry |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | China | 32836 | 60 | Inquiry |
| career henan chemical co | +86-0371-86658258 +8613203830695 | China | 29888 | 58 | Inquiry |
| SHANDONG ZHI SHANG CHEMICAL CO.LTD | +86 18953170293 | China | 2931 | 58 | Inquiry |
| Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | China | 39916 | 58 | Inquiry |
| Shaanxi Dideu Medichem Co. Ltd | +86-29-87569266 15319487004 | China | 4088 | 58 | Inquiry |
| ANHUI WITOP BIOTECH CO., LTD | +8615255079626 | China | 23555 | 58 | Inquiry |