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

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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)

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Safety

HS Code: 29251900

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 803561
Product name: BMOE (bis-maleimidoethane)
Packaging: 50mg
Price: $351
Updated: 2023/06/20

TCI Chemical

Product number: E0482
Product name: 1,2-Bis(maleimido)ethane
Purity: >98.0%(N)
Packaging: 100mg
Price: $207
Updated: 2024/03/01

TRC

Product number: E917700
Product name: Ethylene-bis-maleimide
Packaging: 250mg
Price: $285
Updated: 2021/12/16

Chem-Impex

Product number: 23078
Product name: 1,2-Bis(maleimido)ethane,98%(Assay)
Purity: 98%(Assay)
Packaging: 250MG
Price: $257.6
Updated: 2021/12/16

Chem-Impex

Product number: 23078
Product name: 1,2-Bis(maleimido)ethane,98%(Assay)
Purity: 98%(Assay)
Packaging: 25MG
Price: $67.2
Updated: 2021/12/16

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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

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1,2-Bis(maleimido)ethane Suppliers

Americas 1 Canada 1 China 93 Europe 1 Germany 2 India 2 Japan 1 Switzerland 1 United Kingdom 4 United States 10 Global 116

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View Lastest Price from 1,2-Bis(maleimido)ethane manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

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

Zhuozhou Wenxi import and Export Co., Ltd

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

Zhuozhou Wenxi import and Export Co., Ltd

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

5132-30-9, 1,2-Bis(maleimido)ethaneRelated Search:

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1,1'-Ethylenebis[1H-pyrrole-2,5-dione]

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1,2-Bis(maleimido)ethane&gt

1,1'-(ethane-1,2-diyl)bis(1H-pyrrole-2,5-dione)

BM&&oelig

1,1'-(Ethane-1,2-diyl)bis(1H-pyrrole-2,5-dione)

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5132-30-9

N-Substituted Maleimides, Succinimides & Phthalimides

N-Substituted Maleimides

pharmacetical

Maleimide Derivatives

N-Substituted Maleimides

N-Substituted Maleimides, Succinimides & Phthalimides

Cross Linking Reagents

MTS & Sulfhydryl Active Reagents