ChemicalBook > CAS DataBase List > Succinic anhydride

Succinic anhydride

Product Name
Succinic anhydride
CAS No.
108-30-5
Chemical Name
Succinic anhydride
Synonyms
SAN;succinic;SAA;DIHYDRO-2,5-FURANDIONE;SUCCINIC ACID ANHYDRIDE;SAA1;Dihydro-furan-2,5-dione;BUTANEDIOIC ANHYDRIDE;Bernsteinsaure-anhydrid;Serum amyloid A protein
CBNumber
CB5166246
Molecular Formula
C4H4O3
Formula Weight
100.07
MOL File
108-30-5.mol
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Succinic anhydride Property

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)
Flash point:
157°C
storage temp. 
Store below +30°C.
solubility 
62.9g/l Hydrolysis
form 
Solid
pka
4.67[at 20 ℃]
color 
White to Off-White
Specific Gravity
1.2340 (20℃)
PH
2.7 (10g/l, H2O)
Water Solubility 
<0.1 g/100 mL at 21 ºC (decomposes)
Sensitive 
Moisture Sensitive
Merck 
14,8870
BRN 
108441
Stability:
Stable. Incompatible with oxidising agents, strong acids, strong bases, alcohols, amines. Avoid exposure to water or moisture.
InChIKey
RINCXYDBBGOEEQ-UHFFFAOYSA-N
LogP
2.44 at 40℃
CAS DataBase Reference
108-30-5(CAS DataBase Reference)
NIST Chemistry Reference
2,5-Furandione, dihydro-(108-30-5)
IARC
3 (Vol. 15, Sup 7) 1987
EPA Substance Registry System
Succinic anhydride (108-30-5)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37-22
Safety Statements 
25-46
RIDADR 
UN 3261 8 / PGII
WGK Germany 
1
RTECS 
WN0875000
F 
21
Autoignition Temperature
480 °C
TSCA 
Yes
HS Code 
29171990
Hazardous Substances Data
108-30-5(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 1510 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H290May be corrosive to metals

Precautionary statements

P234Keep only in original container.

P390Absorb spillage to prevent material damage.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.00683
Product name
Succinic anhydride
Purity
for synthesis
Packaging
100g
Price
$40
Updated
2024/03/01
Sigma-Aldrich
Product number
8.00683
Product name
Succinic anhydride
Purity
for synthesis
Packaging
500g
Price
$55.5
Updated
2024/03/01
Sigma-Aldrich
Product number
8.00683
Product name
Succinic anhydride
Purity
for synthesis
Packaging
1kg
Price
$80.7
Updated
2024/03/01
Sigma-Aldrich
Product number
8.00683
Product name
Succinic anhydride
Purity
for synthesis
Packaging
50kg
Price
$1690
Updated
2024/03/01
Sigma-Aldrich
Product number
239690
Product name
Succinic anhydride
Purity
≥99% (GC)
Packaging
50g
Price
$54.2
Updated
2024/03/01
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Succinic anhydride Chemical Properties,Usage,Production

Description

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.

Chemical Properties

Succinic anhydride is an odourless, colourless needle-like or white crystalline solid natural product. Molecular formula C4H4O3, molecular weight 100.07 g/mol, relative density 1.503, melting point 237 °F. 239 °F at 5 mmHg, 239 °F at 198 °F and 1 mmHg. Soluble in chloroform, carbon tetrachloride, and ethanol; very slightly soluble in ether and water (insoluble in water). Moderately toxic and irritating, emits pungent and irritating fumes when heated to decomposition.

Chemical Properties

fine white crystalline solid

Uses

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.

Uses

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- ing powder.

Uses

Succinic Anhydride is a useful compound in the paper manufacturing process.

Definition

ChEBI: Succinic anhydride is a cyclic dicarboxylic anhydride and a tetrahydrofurandione. It is functionally related to a succinic acid.

Application

Alkyl succinic anhydride (ASA) is used as a sizing agent or wet strength additive in paper production.

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.

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%).

Synthesis Reference(s)

Synthetic Communications, 23, p. 419, 1993 DOI: 10.1080/00397919308009796

General Description

Succinic anhydride is a cyclic anhydride of succinic acid with a five-membered ring. It is widely used in the manufacture of polymeric materials, pharmaceuticals, agrochemicals, dyes, surface-active agents, and organic flame-retardant materials. It also finds application as a cross-linking agent in ion-exchange membranes and a curing agent for epoxy resins.

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.

Air & Water Reactions

Reacts slowly with water. Insoluble in water.

Reactivity Profile

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.

Fire Hazard

Flash point data for Succinic anhydride are not available, however, Succinic anhydride is probably combustible.

Flammability and Explosibility

Not classified

Materials Uses

Succinic anhydride 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.

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.

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.]

Succinic anhydride Preparation Products And Raw materials

Raw materials

Molybdate Maleic anhydride Phosphorus oxychloride 1,2,3,4-Tetrahydronaphthalene 1,4-Dioxane Dehydrolyzing agent Hydrogen Succinic acid Aluminum oxide

Preparation Products

Ethyl Succinyl Chloride N-Hydroxysuccinimide 4-(2-THIENYL)BUTYRIC ACID 1-PYRENEBUTYRIC ACID DICLOMEZINE 3-(4-OXO-3,5,6,7-TETRAHYDRO-4H-CYCLOPENTA[4,5]THIENO[2,3-D]PYRIMIDIN-2-YL)PROPANOIC ACID Erythromycin ethylsuccinate 3-(4-ACETYLAMINOBENZOYL)PROPANOIC ACID 3-(4-METHOXYBENZOYL)PROPIONIC ACID Fenbufen Artesunate 4-OXO-4-(2-THIENYL)BUTYRIC ACID SUCCINAMIC ACID 3-BENZOYLPROPIONIC ACID 4-(4-Methoxyphenyl)butyric acid Diethyl sebacate 3-(4-Chlorobenzoyl)propionic acid Daminozide METHYL 4-(4-(BIS(2-HYDROXYETHYL)AMINO)PHENYL)BUTYRATE Trepibutone GAMMA-CHLOROBUTYROPHENONE (4S)-HYDROXY-3-METHYL-2-(2-PROPENYL)-2-CYCLOPENTENE-1-ONE Mono-methyl succinate IMAZODAN Itaconic acid 3-(4-FLUOROBENZOYL)PROPIONIC ACID 4-(4-Aminophenyl)butyric acid Gamma Butyrolactone METHYL 4-(4-(BIS(2-CHLOROETHYL)AMINO)PHENYL)BUTYRATE
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View Lastest Price from Succinic anhydride manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Succinic anhydride 108-30-5
Price
US $70.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-05-27
Handan Huajun chemicals Co.,Ltd
Product
Succinic anhydride 108-30-5
Price
US $2.50/kg
Min. Order
1kg
Purity
99.9% min
Supply Ability
3000mt
Release date
2024-01-17
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Succinic anhydride 108-30-5
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-07

108-30-5, Succinic anhydrideRelated Search:

2,3-Butanedione Dimethylglyoxime Trifluoromethanesulfonic anhydride Caronic anhydride Phthalic anhydride CIS-BUTENEDIOIC ANHYDRIDE Glutaric anhydride Chromium(VI) oxide Disodium succinate Polysebacic acid anhydride Succinimide Succinic acid 1,4-DIAMINOBUTANE Diphenylphosphoryl azide Dodecenylsuccinic anhydride cis-1,2,3,6-Tetrahydrophthalic anhydride Acetic anhydride Itaconic anhydride

  • 2,5(3H,4H)-Furandione
  • 5-Furandione,dihydro-2
  • bernsteinsaureanhydrid
  • Bernsteinsaure-anhydrid
  • dihydro-5-furandione
  • Dihydro-furan-2,5-dione
  • NCI-C55696
  • Oxolan-2,5-dione
  • rikacidsa
  • succinic
  • Succinyl anhydride
  • succinylanhydride
  • tetrahydro-2,5-furandione
  • AURORA KA-669
  • BUTANEDIOIC ACID ANHYDRIDE
  • BUTANEDIOIC ANHYDRIDE
  • Dihydro-2,5-diketotetrahydrofuran
  • DIHYDRO-2,5-FURANDIONE
  • AKOS BBS-00004273
  • Dihydrofuran-2,5-dione, 2,5-Dioxotetrahydrofuran
  • 2,5-FURANDIONE, DIHYDRO
  • 2,5-DIOXOTETRAHYDROFURAN
  • 2,5-DIKETOTETRAHYDROFURAN
  • SAA
  • SUCCINIC ACID ANDHYDRIDE
  • SUCCINIC ACID ANHYDRIDE
  • SUCCINYL OXIDE
  • SUCCINIC ANHYDRIDE
  • Tetrahydro-2,5-dioxofuran
  • Amyloid fibril protein AA
  • Amyloid protein A
  • SAA1
  • SAA2
  • Serum amyloid A protein
  • Human Serum Amyloid A ELISA Kit
  • Succinic anhydride >=99% (GC)
  • Succinic anhydride≥ 99% (Assay)
  • NSC 8518
  • SAN
  • Butanedioc anhydride~Dihydro-2,5-furandione
  • SUCCINIC ANHYDRIED
  • SUCCINIC ANHYDRIDE 99%
  • SUCCINIC ANHYDRIDE, 99+%
  • Succinic Acid Anhydride, 99+%
  • SuccinimideForSynthesis
  • SuccinicAnhydride,~93%
  • SuccinicAnhydrideForSynthesis
  • butanedioc anhydride
  • SUCCINICANHYDRIDE,REAGENT
  • SUCCINIC ANHYDRIDE extrapure
  • Succinic anhydride, 99% 1KG
  • Succinic anhydride, 99% 50GR
  • 3,4-Dihydro-2,5-furandione
  • 3,4-Dihydrofuran-2,5-dione
  • Tetrahydrofuran-2,5-dione
  • SAA Succinic acid anhydride
  • Bernsteinsaure anhydride
  • Succinic Anhydridc