ChemicalBook CAS DataBase List 108-30-5

108-30-5

Name	Succinic anhydride
CAS	108-30-5
EINECS(EC#)	203-570-0
Molecular Formula	C4H4O3
MDL Number	MFCD00005525
Molecular Weight	100.07
MOL File	108-30-5.mol

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

Chemical Properties

Appearance	fine white crystalline solid
Melting point	118-120 °C (lit.)
Boiling point	261 °C (lit.)
bulk density	550-600kg/m3
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℃)
Odor	Odorless
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
InChI	1S/C4H4O3/c5-3-1-2-4(6)7-3/h1-2H2
InChIKey	RINCXYDBBGOEEQ-UHFFFAOYSA-N
SMILES	O=C1CCC(=O)O1
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. less more
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

Symbol(GHS)	GHS05
Signal word	Warning
Hazard statements	H290
Precautionary statements	P234-P390
Hazard Codes	Xi,Xn
Risk Statements	R36/37:Irritating to eyes and respiratory system . R22:Harmful if swallowed. less more
Safety Statements	S25:Avoid contact with eyes . less more
RIDADR	UN 3261 8 / PGII
WGK Germany	1
RTECS	WN0875000
F	21
Autoignition Temperature	480 °C
TSCA	Yes
REACH Registrations	Active
HazardClass	8
HS Code	29171990
Storage Class	8A - Combustible corrosive hazardous materials
Hazard Classifications	Acute Tox. 4 Oral Eye Dam. 1 Resp. Sens. 1 Skin Corr. 1B Skin Sens. 1
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. less more
Hazardous Substances Data	108-30-5(Hazardous Substances Data)
Toxicity	LD50 orally in Rabbit: 1510 mg/kg less more

Raw materials And Preparation Products

Hazard Information

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.]

Material Safety Data Sheet(MSDS)

Spectrum Detail

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