General Description
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.
Reactivity Profile
SUCCINIC ANHYDRIDE(108-30-5) 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.
Air & Water Reactions
Reacts slowly with water. Insoluble in water.
Fire Hazard
Flash point data for this compound are not available, however, SUCCINIC ANHYDRIDE is probably combustible.
Description
Succinic anhydride(108-30-5), 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.
Chemical Properties
fine white crystalline solid
Application
Alkyl succinic anhydride (ASA) is used as a sizing agent or wet strength additive in paper production.
Definition
ChEBI: Succinic anhydride is a cyclic dicarboxylic anhydride and a tetrahydrofurandione. It is functionally related to a succinic acid.
Preparation
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%).
Production Methods
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
magnesium sulfate.
Flammability and Explosibility
Notclassified(100%)
Materials Uses
Succinic anhydride(108-30-5) can be used:
(1) In the preparation of covalently cross-linked oxidized-alginate/N-succinyl-chitosan hydrogels, as injectable systems towards tissue engineering.
(2) In preparing functionalized oxide surfaces on a chip.
(3) As a starting material to synthesize polyesters in presence of a metal triflate as a catalyst.
(4) As a cross-linking agent to enhance the mechanicalproperties and antimicrobial activities of zein films.
Purification Methods
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.]
