ChemicalBook > Product Catalog >Organic Chemistry >Carboxylic acids and derivatives >Carboxylic Acid Anhydrides >Succinic anhydride

Succinic anhydride

Succinic anhydride Structure
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
Molecular Weight:
100.07
MOL File:
108-30-5.mol
MSDS File:
SDS
Modify Date:
2024/6/17 17:42:23

Succinic anhydride Properties

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)
IARC 3 (Vol. 15, Sup 7) 1987
NIST Chemistry Reference 2,5-Furandione, dihydro-(108-30-5)
EPA Substance Registry System Succinic anhydride (108-30-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05
Signal word  Warning
Hazard statements  H290
Precautionary statements  P234-P390
Hazard Codes  Xi,Xn
Risk Statements  36/37-22
Safety Statements  25-46
RIDADR  UN 3261 8 / PGII
WGK Germany  1
RTECS  WN0875000
21
Autoignition Temperature 480 °C
TSCA  Yes
HS Code  29171990
Toxicity LD50 orally in Rabbit: 1510 mg/kg
NFPA 704
0
2 0

Succinic anhydride price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 8.00683 Succinic anhydride for synthesis 108-30-5 500G ₹4750 2022-06-14 Buy
Sigma-Aldrich(India) 8.00683 Succinic anhydride for synthesis 108-30-5 100G ₹5340.01 2022-06-14 Buy
Sigma-Aldrich(India) 8.00683 Succinic anhydride for synthesis 108-30-5 1KG ₹6519.99 2022-06-14 Buy
Sigma-Aldrich(India) 8.00683 Succinic anhydride for synthesis 108-30-5 50KG ₹108180 2022-06-14 Buy
Sigma-Aldrich(India) 239690 Succinic anhydride ≥99% (GC) 108-30-5 50G ₹6224.38 2022-06-14 Buy
Product number Packaging Price Buy
8.00683 500G ₹4750 Buy
8.00683 100G ₹5340.01 Buy
8.00683 1KG ₹6519.99 Buy
8.00683 50KG ₹108180 Buy
239690 50G ₹6224.38 Buy

Succinic anhydride Chemical Properties,Uses,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

fine white crystalline solid

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.

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.

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.

Application

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

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.

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.

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.

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.]

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