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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
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.
Solubility
Soluble in water (slightly ), methanol, ethanol, and benzene.
Notes
Store in cool, dry conditions in a well sealed container. Store away from oxidizing agents.
RUO – Research Use Only
General References:
- 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):