1,2-Bis(maleimido)ethane

Product Information

Molecular Formula
C10H8N2O4
Molecular Weight
220.108
Description
1,2-Bis(maleimido)ethane is a versatile cross-linking agent widely used in biochemical applications for its ability to form stable covalent bonds. This compound is particularly effective in linking sulfhydryl groups on proteins, facilitating the study of protein-protein interactions and complex formation. Its bifunctional nature allows for the creation of polymer networks and other macromolecular assemblies, enhancing research capabilities in structural biology. As a reagent, 1,2-Bis(maleimido)ethane offers a reliable solution for advancing experimental methodologies in various laboratory settings.
Synonyms
Ethylenebismaleimide; N,N'-Ethylenedimaleimide; N,N'-Ethylenebismaleimide; Ethylenebiemaleimide; EBM; 1,2-Bis-maleimidoethane; 1,1'-(1,2-Ethanediyl)bis-1H-pyrrole-2,5-dione; NSC 41127; ACMC-1AYAG; BMOE (bismaleimidoethane)
IUPAC Name
1-[2-(2,5-dioxopyrrol-1-yl)ethyl]pyrrole-2,5-dione
Canonical SMILES
C1=CC(=O)N(C1=O)CCN2C(=O)C=CC2=O
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
InChI Key
PUKLCKVOVCZYKF-UHFFFAOYSA-N
Boiling Point
428.3±28.0 °C (Predicted)
Melting Point
193-194 °C
Purity
95%
Density
1.510±0.06 g/cm3 (Predicted)
Solubility
Soluble in Chloroform
Appearance
Off White Solid
Storage
2-8 °C

Safety Information

Hazards
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
Precautionary Statement
P264:
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:
IF ON SKIN:
Wash with plenty of soap and water.
P332+P313:
If skin irritation occurs:
Get medical advice/attention.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
P362+P364:
Take off contaminated clothing. [As modified by IV ATP].
And wash it before reuse. [Added by IV ATP].

Computed Properties

XLogP3
-1.3
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
3
Exact Mass
220.04840674 g/mol
Monoisotopic Mass
220.04840674 g/mol
Topological Polar Surface Area
74.8Ų
Heavy Atom Count
16
Formal Charge
0
Complexity
372
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
JP-2022028036-A Dry films, cured products, and electronic components 2021-12-21
CN-113980270-A Bismaleimide composite material based on disulfide bond and Diels-Alder reaction and preparation method thereof 2021-12-01
JP-2022031295-A Manufacturing method of composite molded product 2021-11-26
CN-113980271-A Soybean oil-based self-repairing shape memory polymer and preparation method thereof 2021-10-20
CN-113717182-A Naphthoquinone polycyclic derivative, preparation method and application thereof 2021-09-24
CN-113337098-A Thermosetting resin composition and application thereof 2021-06-28
CN-113248900-A Dynamic bond crosslinking high-filling heat-conducting composite material and preparation method and application thereof 2021-05-20
CN-112898919-A Novel low-VOC (volatile organic compound) heat vulcanization adhesive and use method thereof 2021-02-05
CN-112812711-A High-reactivity metal-rubber heat-vulcanization adhesive and using method thereof 2021-01-25
JP-2021080457-A Thermosetting resin compositions, prepregs, laminates, printed wiring boards and semiconductor packages 2021-01-13

Literatures

PMID Publication Date Title Journal
21707059 2011-07-27 Bioluminescence is produced from a trapped firefly luciferase conformation predicted by the domain alternation mechanism Journal of the American Chemical Society
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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