773263

N-(2-Hydroxyethyl)maleimide

97%

• Synonyme(s) : 1-(2-Hydroxyethyl)-pyrrole-2,5-dione, 1-(2-Hydroxyethyl)maleimide, N-(Ethanol)maleimide, HEMI
• Formule empirique (notation de Hill): C₆H₇NO₃
• Numéro CAS: 1585-90-6
• Poids moléculaire : 141.12
• Numéro MDL: MFCD00465266
• Code UNSPSC : 12352111
• ID de substance PubChem : 329767614
• Nomenclature NACRES : NA.22

Propriétés

• Pureté: 97%
• Forme: solid
• Pertinence de la réaction: reagent type: cross-linking reagent
• Pf: 66-67 °C (lit.); 67-74 °C
• Groupe fonctionnel: hydroxyl; maleimide
• Température de stockage: 2-8°C
• Chaîne SMILES: 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
• Clé InChI: AXTADRUCVAUCRS-UHFFFAOYSA-N

Description

Application

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).
• As an initiator in ring-opening polymerization of δ-valerolactone catalyzed by trifluoromethanesulfonimide.
• In one-pot synthesis of bio-based polyurethane-imides by reacting with castor oil, eleostearic acid diethanol amide and isophorone diisocyanate.

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. It may also be used in preparing thermoresponsive self-healing polyurethanes with the shape-memory property.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H319
• Conseils de prudence: P305 + P351 + P338
• Classification des risques: Eye Irrit. 2
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable