ChemicalBook > CAS DataBase List > 1,2-Bis(maleimido)ethane

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
25MG
Price
$67.2
Updated
2021/12/16
Chem-Impex
Product number
23078
Product name
1,2-Bis(maleimido)ethane,98%(Assay)
Purity
98%(Assay)
Packaging
100MG
Price
$123.2
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

TCI AMERICA
Tel
800-4238616
Fax
+1-888-520-1075 / +1-503-283-1987
Email
sales@tciamerica.com
Country
Americas
ProdList
23653
Advantage
75
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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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