1,2-Bis(maleimido)ethane
- Product Name
- 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
- Formula Weight
- 220.18
- MOL File
- 5132-30-9.mol
1,2-Bis(maleimido)ethane Property
- 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
- HS Code
- 29251900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- 803561
- Product name
- BMOE (bis-maleimidoethane)
- Packaging
- 50mg
- Price
- $351
- Updated
- 2023/06/20
- Product number
- E0482
- Product name
- 1,2-Bis(maleimido)ethane
- Purity
- >98.0%(N)
- Packaging
- 100mg
- Price
- $207
- Updated
- 2024/03/01
- Product number
- E917700
- Product name
- Ethylene-bis-maleimide
- Packaging
- 250mg
- Price
- $285
- Updated
- 2021/12/16
- Product number
- 23078
- Product name
- 1,2-Bis(maleimido)ethane,98%(Assay)
- Purity
- 98%(Assay)
- Packaging
- 250MG
- Price
- $257.6
- Updated
- 2021/12/16
- Product number
- 23078
- Product name
- 1,2-Bis(maleimido)ethane,98%(Assay)
- Purity
- 98%(Assay)
- Packaging
- 25MG
- Price
- $67.2
- Updated
- 2021/12/16
1,2-Bis(maleimido)ethane Chemical Properties,Usage,Production
Chemical Properties
Off White Solid
Uses
A short, sulfhydryl reactive homobifunctional crosslinking reagent.
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
1,2-Bis(maleimido)ethane Suppliers
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- Country
- Germany
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View Lastest Price from 1,2-Bis(maleimido)ethane manufacturers
- Product
- 1,2-Bis(Maleimido)ethane 5132-30-9
- Price
- US $0.00/g
- Min. Order
- 1g
- Purity
- 98%min HPLC
- Supply Ability
- 1000G
- Release date
- 2021-08-06
- Product
- 1,2-BISMALEIMIDOETHANE 5132-30-9
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- 1,2-BISMALEIMIDOETHANE 5132-30-9
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-08