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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.
Hazard Statements: H302-H314-H317-H334-H335-H373
Harmful if swallowed. Causes severe skin burns and eye damage. May cause an allergic skin reaction. May cause allergy or asthma symptoms or breathing difficulties if inhaled. May cause respiratory irritation. May cause damage to organs through prolonged or repeated exposure.
Precautionary Statements: P260-P264b-P270-P271-P272-P280-P285-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P333+P313-P363-P501c
Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Contaminated work clothing should not be allowed out of the workplace. Wear protective gloves/protective clothing/eye protection/face protection. In case of inadequate ventilation wear respiratory protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT induce vomiting. If skin irritation or rash occurs: Get medical advice/attention. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant