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Succinic anhydride is used as a sizing agent and curative for epoxy resin. It acts as an additive in paper production. It is utilized in the preparation of covalently cross-linked oxidized-alginate and N-succinyl-chitosan hydrogels. It serves as an intermediate for functionalized oxide surfaces on a chip and for polyester resins. Further, it finds use in cosmetics, pharmaceuticals and in coatings.
Friedel-Crafts reaction with arenes gives 3-aroylpropionic acids: Org. Synth. Coll., 2, 81 (1943). For a review of the Friedel-Crafts reactions of the anhydrides of dibasic acids, see: Org. React., 5, 229 (1949).
For reaction with phosphoranes, in a route to 2,2-disubstituted cyclopentane-1,3-diones, see (1-Ethoxycarbonylethylidene)triphenylphosphorane, A15619.
A method for protecting both H atoms of a primary amine consists of formation of the succinimide, followed by enolsilylation with Triisopropylsilyl trifluoromethanesulfonate, B21127, to form the 2,5-bis(triisopropylsiloxy)pyrroles. Deprotection can be effected by desilylation with dilute HCl, followed by hydrazinolysis: Tetrahedron Lett., 38, 2617 (1997).Peng, S.; Xue, L.; Leng, X.; Yang, R.; Zhang, G.; Hamaker, B. R. Slow Digestion Property of Octenyl Succinic Anhydride Modified Waxy Maize Starch in the Presence of Tea Polyphenols. J. Agric. Food. Chem. 2015, 63 (10), 2820-2829.
Bello-Pérez, L. A.; Bello-Flores, C. A.; del Carmen Nuñez-Santiago, M.; Coronel-Aguilera, C. P.; Alvarez-Ramirez, J. Effect of the degree of substitution of octenyl succinic anhydride-banana starch on emulsion stability. Carbohydr. Polym. 2015, 132, 17-24.
Gefahrenhinweise (EU): H302-H319-H335
Harmful if swallowed. Causes serious eye irritation. May cause respiratory irritation.
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.