Succinic anhydride, also called di hydro - 2,5- furandione , is an organic compound with the molecular formula C4H4O3.This colorless solid is the acid anhydride of succinic acid.
fine white crystalline solid
It was used in the preparation of covalently cross-linked oxidized-alginate/N-succinyl-chitosan hydrogels, as injectable systems towards tissue engineering.It was also used in preparing functionalized oxide surfaces on a chip.
Succinic Anhydride is an acidulant that hydrolyzes very slowly to
succinic acid in water. it has thermal stability and a low melting
point of 118°c which permits it to be used in products at compara-
tively low temperatures. it is used as a leavening acidulant for bak-
Succinic Anhydride is a useful compound in the paper manufacturing process.
Alkyl succinic anhydride (ASA) is used as a sizing agent or wet strength additive in paper production.
The compound is produced from succinic anhydride and
hydrogen peroxide . This material must be stabilized by
using a dehydrating agent such as disodium sulfate or
A solution of succinic acid (500 mg, 42 mmol) and triethylamine (1.23 mL, 42 mmol) in anhydrous THF (120 mL) was allowed to react with triphosgene (42 mg, 7.0 mmol) at ice-water temperature for 10 min. The reaction mixture was subsequently stirred for a further 15 min at room temperature. The solution was then filtered, and the filtrate was concentrated to dryness. The residue was crystallized from ethyl acetate to afford the desired product as white crystals (370 mg, 85%).
Synthetic Communications, 23, p. 419, 1993 DOI: 10.1080/00397919308009796
Colorless needles or white crystalline solid. Melting point 237°F. Sublimes at 239°F at 5 mm Hg pressure; and at 198°F and 1 mm Hg pressure. Moderately toxic and an irritant.
Air & Water Reactions
Reacts slowly with water. Insoluble in water.
Succinic anhydride reacts exothermically with water. Reactions are usually slow, but might become violent if local heating accelerates their rate. Acids accelerate the reaction with water. Incompatible with acids, strong oxidizing agents, alcohols, amines, and bases.
Flash point data for Succinic anhydride are not available, however, Succinic anhydride is probably combustible.
Experimental teratogenic effects. Moderately toxic by ingestion. A severe eye irritant. Mutation data reported. Questionable carcinogen with experimental neoplastigenic data. When heated to decomposition it emits acrid smoke and irritating fumes. See also ANHYDRIDES.
Crystallise the anhydride from redistilled acetic anhydride or CHCl3, then filter, wash with diethyl ether and dry it in a vacuum. [Beilstein 17 H 606, 17 V 6.]