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108-30-5 - Succinic anhydride, 99% - Butanedioic anhydride - Dihydro-2,5-furandione - A12245 - Alfa Aesar

A12245 Succinic anhydride, 99%

CAS Number
108-30-5
Synonyms
Butanedioic anhydride
Dihydro-2,5-furandione

Size Price ($) Quantity Availability
250g 15.68
500g 26.06
1000g 41.41
5000g 162.74
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Succinic anhydride, 99%

MDL
MFCD00005525
EINECS
203-570-0

Chemical Properties

Formula
C4H4O3
Formula Weight
100.07
Melting point
118-121°
Boiling Point
261°
Flash Point
157°(314°F)
Density
1.572
Sensitivity
Moisture Sensitive
Solubility
Soluble in chloroform.Soluble in chloroform, carbon tetrachloride and alcohol. Slightly soluble in ether. Insoluble in water.

Applications

Succinic anhydride is used as a sizing agent and curative for epoxy resin. It acts as an additive in paper production. It is utilized in the preparation of covalently cross-linked oxidized-alginate and N-succinyl-chitosan hydrogels. It serves as an intermediate for functionalized oxide surfaces on a chip and for polyester resins. Further, it finds use in cosmetics, pharmaceuticals and in coatings.

Notes

Moisture sensitive. Incompatible with strong oxidizing agents, alcohols and amines.

Literature References

Friedel-Crafts reaction with arenes gives 3-aroylpropionic acids: Org. Synth. Coll., 2, 81 (1943). For a review of the Friedel-Crafts reactions of the anhydrides of dibasic acids, see: Org. React., 5, 229 (1949).

For reaction with phosphoranes, in a route to 2,2-disubstituted cyclopentane-1,3-diones, see (1-Ethoxycarbonyl­ethyl­idene)­triphenyl­phosphorane, A15619.

A method for protecting both H atoms of a primary amine consists of formation of the succinimide, followed by enolsilylation with Triisopropyl­silyl­ trifluoromethanesulfonate, B21127, to form the 2,5-bis(triisopropylsiloxy)pyrroles. Deprotection can be effected by desilylation with dilute HCl, followed by hydrazinolysis: Tetrahedron Lett., 38, 2617 (1997). Peng, S.; Xue, L.; Leng, X.; Yang, R.; Zhang, G.; Hamaker, B. R. Slow Digestion Property of Octenyl Succinic Anhydride Modified Waxy Maize Starch in the Presence of Tea Polyphenols. J. Agric. Food. Chem. 2015, 63 (10), 2820-2829.

Bello-Pérez, L. A.; Bello-Flores, C. A.; del Carmen Nuñez-Santiago, M.; Coronel-Aguilera, C. P.; Alvarez-Ramirez, J. Effect of the degree of substitution of octenyl succinic anhydride-banana starch on emulsion stability. Carbohydr. Polym. 2015, 132, 17-24.

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H319-H335

Harmful if swallowed. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P301+P312-P312-P337+P313-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. If eye irritation persists: Get medical advice/attention. Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,8870
Beilstein
108441
Harmonized Tariff Code
2917.19
TSCA
Yes
RTECS
WN0875000

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