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N-Phenylmaleimide is used as a dipolarophile in 1,3-cycloaddition reaction with a nitrone, useful for the preparation of crystalline adducts of dienes. It is used as a plastic modifier.
Yoshio Okamoto; Tamali Nakano; Hiroyuki Kobayashi; Koichi Hatada. Asymmetric polymerization of N-phenylmaleimide. Polymer Bulletin. 1991, 25 (1), 5-8.
Takao Iijima; Tsutomu Nishina; Wakichi Fukuda and Masao Tomoi. Effect of matrix compositions on modification of bismaleimide resin by N-phenylmaleimide-styrene copolymers. Journal of Applied Polymer Science. 1996, 60 (1), 37-45.
Dienophile useful for the preparation of crystalline adducts of dienes.
Used as a dipolarophile in 1,3-cycloaddition reaction with a nitrone, generated in situ: Org. Synth. Coll., 5, 957 (1973). Traps stereoselectively the small proportion of azomethine ylide in equilibrium with the imines of ɑ-amino acids: Tetrahedron, 44, 1523 (1988):
1,3-Dipoles can also be generated by F- induced elimination: Org. Synth. Coll., 8, 231 (1993):
Hazard Statements: H301-H319
Toxic if swallowed. Causes serious eye irritation.
Precautionary Statements: P280i-P301+P310a-P305+P351+P338-P321-P405-P501a
Wear eye/face protection. IF SWALLOWED: Immediately call a POISON CENTER/doctor IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment (see label). Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.