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A12245 Succinic anhydride, 99%

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

Stock No. Size Price ($) Quantity Availability
A12245-30 250g 16.90
A12245-36 500g 28.40
A12245-0B 1000g 45.20
A12245-0I 5000g 171.00
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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
Storage & Sensitivity
Moisture Sensitive. Ambient temperatures.
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-H314-H317-H334-H335-H373

Harmful if swallowed. Causes severe skin burns and eye damage. May cause an allergic skin reaction. May cause allergy or asthma symptoms or breathing difficulties if inhaled. May cause respiratory irritation. May cause damage to organs through prolonged or repeated exposure.

Precautionary Statements: P260-P264b-P270-P271-P272-P280-P285-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P333+P313-P363-P501c

Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Contaminated work clothing should not be allowed out of the workplace. Wear protective gloves/protective clothing/eye protection/face protection. In case of inadequate ventilation wear respiratory protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT induce vomiting. If skin irritation or rash occurs: Get medical advice/attention. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,8870
Beilstein
108441
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2917.19
TSCA
Yes
RTECS
WN0875000

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