| Identification | More | [Name]
Succinic anhydride | [CAS]
108-30-5 | [Synonyms]
2,5-DIKETOTETRAHYDROFURAN
2,5-DIOXOTETRAHYDROFURAN
2,5-FURANDIONE, DIHYDRO
AKOS BBS-00004273
AURORA KA-669
BUTANEDIOIC ACID ANHYDRIDE
BUTANEDIOIC ANHYDRIDE
Dihydro-2,5-diketotetrahydrofuran
DIHYDRO-2,5-FURANDIONE
SAA
SAN
SUCCINIC ACID ANDHYDRIDE
SUCCINIC ACID ANHYDRIDE
SUCCINIC ANHYDRIDE
SUCCINYL OXIDE
Tetrahydro-2,5-dioxofuran
2,5(3H,4H)-Furandione
5-Furandione,dihydro-2
bernsteinsaureanhydrid
Bernsteinsaure-anhydrid | [EINECS(EC#)]
203-570-0 | [Molecular Formula]
C4H4O3 | [MDL Number]
MFCD00005525 | [Molecular Weight]
100.07 | [MOL File]
108-30-5.mol |
| Chemical Properties | Back Directory | [Appearance]
fine white crystalline solid | [Melting point ]
118-120 °C (lit.) | [Boiling point ]
261 °C (lit.) | [density ]
1,572 g/cm3 | [vapor density ]
3.5 (vs air)
| [vapor pressure ]
1 mm Hg ( 92 °C)
| [refractive index ]
1.4688 (estimate) | [Fp ]
157°C | [storage temp. ]
Store at 0-5°C | [solubility ]
62.9g/l Hydrolysis | [form ]
Solid | [pka]
4.67[at 20 °C] | [color ]
White to Off-White | [Specific Gravity]
1.2340 (20℃) | [PH]
2.7 (10g/l, H2O) | [Stability:]
Stable. Incompatible with oxidising agents, strong acids, strong bases, alcohols, amines. Avoid exposure to water or moisture. | [Water Solubility ]
<0.1 g/100 mL at 21 ºC (decomposes) | [Sensitive ]
Moisture Sensitive | [Merck ]
14,8870 | [BRN ]
108441 | [InChIKey]
RINCXYDBBGOEEQ-UHFFFAOYSA-N | [LogP]
2.44 at 40℃ | [Uses]
Succinic Anhydride(108-30-5) 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-
ing powder.
| [CAS DataBase Reference]
108-30-5(CAS DataBase Reference) | [IARC]
3 (Vol. 15, Sup 7) 1987 | [NIST Chemistry Reference]
2,5-Furandione, dihydro-(108-30-5) | [EPA Substance Registry System]
108-30-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37:Irritating to eyes and respiratory system .
R22:Harmful if swallowed. | [Safety Statements ]
S25:Avoid contact with eyes . | [RIDADR ]
UN 3261 8 / PGII | [WGK Germany ]
1
| [RTECS ]
WN0875000
| [F ]
21 | [Autoignition Temperature]
480 °C | [TSCA ]
Yes | [HS Code ]
29171990 | [Safety Profile]
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. | [Hazardous Substances Data]
108-30-5(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 1510 mg/kg |
| Hazard Information | Back Directory | [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. | [Synthesis Reference(s)]
Synthetic Communications, 23, p. 419, 1993 DOI: 10.1080/00397919308009796 | [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.] |
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