381543

N-Cyclohexylmaleimide

97%

• Formule empirique (notation de Hill): C₁₀H₁₃NO₂
• Numéro CAS: 1631-25-0
• Poids moléculaire : 179.22
• Numéro CE : 216-630-6
• Numéro MDL: MFCD00043904
• Code UNSPSC : 12352100
• ID de substance PubChem : 24863825
• Nomenclature NACRES : NA.22

Propriétés

• Pureté: 97%
• Pf: 89-91 °C (lit.)
• Groupe fonctionnel: imide; maleimide
• Chaîne SMILES: O=C1C=CC(=O)N1C2CCCCC2
• InChI: 1S/C10H13NO2/c12-9-6-7-10(13)11(9)8-4-2-1-3-5-8/h6-8H,1-5H2
• Clé InChI: BQTPKSBXMONSJI-UHFFFAOYSA-N

Description

Description générale

N-Cyclohexylmaleimide (CHMI, NCMI) is a cyclic imide. Diels-Alder reactions of 9-hydroxymethylanthracene with CHMI catalyzed by hydrophobic nanospace confined within the self-assembled Pd₆ open cage bearing triimidazole walls have been reported. It undergoes Diels-Alder reactions with various aromatic hydrocarbons promoted by self-assembled coordination cage. This cage acts as nanometer-sized molecular flask and hence promotes this reaction. CHMI is reported to undergo radical polymerization readily under various polymerization conditions to afford poly(CHMI), having excellent thermal stability.

Application

N-Cyclohexylmaleimide (CHMI, NCMI) may be used for the preparation of hyperbranched copolymers of p-(chloromethyl)styrene (CMS) and NCMI, via atom transfer radical copolymerization reaction.

N-Cyclohexylmaleimide contaminated with N-cyclohexylmaleamic acid (less than 0.9 wt%) may be used for the heat-resistant poly(methyl methacrylate) resin free from coloration and for methyl methacrylate homopolymer. It may be used as monomer in the preparation of styrene/N-cyclohexylmaleimide copolymers with small polydispersities and controlled molecular weights, via free radical copolymerization. It may be used in the synthesis of hyperbranched copolymers by the atom transfer radical copolymerization with p-(chloromethyl)styrene catalyzed by CuCl/2,2′-bipyridine in cyclohexanone or anisole.

Informations sur la sécurité

• Pictogrammes: GHS06,GHS09
• Mention d'avertissement: Danger
• Mentions de danger: H301,H315,H317,H319,H335,H410
• Conseils de prudence: P261 - P273 - P280 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1A - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves