773263

N-(2-Hydroxyethyl)maleimide

97%

• Synonym(e): 1-(2-Hydroxyethyl)-pyrrole-2,5-dione, 1-(2-Hydroxyethyl)maleimide, N-(Ethanol)maleimide, HEMI
• Empirische Formel (Hill-System): C₆H₇NO₃
• CAS-Nummer: 1585-90-6
• Molekulargewicht: 141.12
• MDL-Nummer: MFCD00465266
• UNSPSC-Code: 12352111
• PubChem Substanz-ID: 329767614
• NACRES: NA.22

Eigenschaften

• Assay: 97%
• Form: solid
• Eignung der Reaktion: reagent type: cross-linking reagent
• mp (Schmelzpunkt): 66-67 °C (lit.); 67-74 °C
• Funktionelle Gruppe: hydroxyl; maleimide
• Lagertemp.: 2-8°C
• SMILES String: O=C(N1CCO)C=CC1=O
• InChI: 1S/C6H7NO3/c8-4-3-7-5(9)1-2-6(7)10/h1-2,8H,3-4H2
• InChIKey: AXTADRUCVAUCRS-UHFFFAOYSA-N

Beschreibung

Anwendung

N-(2-Hydroxyethyl)maleimide can be used:

• In the synthesis of (EFA)-based multifunctional oligoester resins with maleimides as end groups by reacting with 9,10-epoxy-18-hydroxyoctadecanoic acid (EFA) and dimethyl adipate catalyzed by Candida antarctica lipase B (CalB).[1]
• As an initiator in ring-opening polymerization of δ-valerolactone catalyzed by trifluoromethanesulfonimide.[2]
• In one-pot synthesis of bio-based polyurethane-imides by reacting with castor oil, eleostearic acid diethanol amide and isophorone diisocyanate.[3]

N-(2-Hydroxyethyl)maleimide may be used to synthesize [2,2-bis(maleimidoethoxy)-
propane (BMEP)], a protein cross-linking reagent with potential application in constructing immunotoxins.[4] It may also be used in preparing thermoresponsive self-healing polyurethanes with the shape-memory property.[5]

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H319
• P-Sätze: P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable