1,2-Bis(maleimido)ethane

1,2-Bis(maleimido)ethane Struktur
5132-30-9
CAS-Nr.
5132-30-9
Englisch Name:
1,2-Bis(maleimido)ethane
Synonyma:
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
Summenformel:
C10H8N2O4
Molgewicht:
220.18
MOL-Datei:
5132-30-9.mol

1,2-Bis(maleimido)ethane Eigenschaften

Schmelzpunkt:
193-194°C
Siedepunkt:
428.3±28.0 °C(Predicted)
Dichte
1.510±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
Löslichkeit
Chloroform
Aggregatzustand
Solid
pka
-2.11±0.20(Predicted)
Farbe
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 Datenbank
5132-30-9(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
HS Code  29251900
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P302+P352 BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.
P321 Besondere Behandlung
P332+P313 Bei Hautreizung: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.
P362 Kontaminierte Kleidung ausziehen und vor erneutem Tragen waschen.

1,2-Bis(maleimido)ethane Chemische Eigenschaften,Einsatz,Produktion Methoden

Chemische Eigenschaften

Off White Solid

Verwenden

1,2-Bis(maleimido)ethane is a protein cross-linking agent.

Allgemeine Beschreibung

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.

Synthese

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].

1,2-Bis(maleimido)ethane Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


1,2-Bis(maleimido)ethane Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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5132-30-9()Verwandte Suche:


  • 1,1'-Ethylenebis(3-pyrroline-2,5-dione)
  • 1,1'-Ethylenebis[1H-pyrrole-2,5-dione]
  • N,N'-Ethylenebis(maleinimide)
  • 1-(2-maleimidoethyl)-3-pyrroline-2,5-quinone
  • 1-[2-(2,5-dioxopyrrol-1-yl)ethyl]pyrrole-2,5-dione
  • 1,2-DiMaleiMidoethane
  • 1,1'-(1,2-Ethanediyl)bis-1H-pyrrole-2,5-dione
  • NSC 41127
  • N,N'-Ethylenebismaleimide N,N'-Ethylenedimaleimide 1,2-Di(maleimido)ethane
  • 1H-Pyrrole-2,5-dione,1,1'-(1,2-ethanediyl)bis-
  • BIS-MALEIMIDOETHANE
  • ETHYLENE-BIS-MALEIMIDE
  • EBM
  • 1,2-BIS(MALEIMIDE)ETHANE
  • 1,2-BISMALEIMIDOETHANE
  • N,N'-ETHYLENEDIMALEIMIDE
  • N,N'-ETHYLENEBISMALEIMIDE
  • 1,2-BISMALEIMIDOETHANE 98+%
  • 3,3-(Ethane-1,2-diyl)bis(1H-pyrrole-2,5-dione)
  • 1,2-Bis(maleimido)ethane>
  • 1,1'-(ethane-1,2-diyl)bis(1H-pyrrole-2,5-dione)
  • BMOE
  • 1,6-BISMALEIMIDOETHANE
  • BM&&oelig
  • 1,1'-(Ethane-1,2-diyl)bis(1H-pyrrole-2,5-dione)
  • N,N'-Ethylenebis(maleinimide)
  • 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
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