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Sigma-Aldrich

Succinic anhydride

≥99% (GC)

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Synonym(s):
Dihydro-2,5-furandione
Empirical Formula (Hill Notation):
C4H4O3
CAS Number:
108-30-5
Molecular Weight:
100.07
Beilstein:
108441
EC Number:
203-570-0
MDL number:
MFCD00005525
PubChem Substance ID:
24854387
NACRES:
NA.23

vapor density

3.5 (vs air)

Quality Level

200

vapor pressure

1 mmHg ( 92 °C)

Assay

≥99% (GC)

form

solid

bp

261 °C (lit.)

mp

118-120 °C (lit.)

SMILES string

O=C1CCC(=O)O1

InChI

1S/C4H4O3/c5-3-1-2-4(6)7-3/h1-2H2

InChI key

RINCXYDBBGOEEQ-UHFFFAOYSA-N

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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.

Application

Succinic anhydride can be used:
  • In the preparation of covalently cross-linked oxidized-alginate/N-succinyl-chitosan hydrogels, as injectable systems towards tissue engineering.
  • In preparing functionalized oxide surfaces on a chip.
  • As a starting material to synthesize polyesters in presence of a metal triflate as a catalyst.
  • As a cross-linking agent to enhance the mechanicalproperties and antimicrobial activities of zein films.

Signal Word

Danger

Hazard Statements

H302 - H314 - H317 - H334

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

314.6 °F

Flash Point(C)

157 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Allan D Rogalsky et al.
Journal of biomedical materials research. Part A, 99(3), 367-375 (2011-10-25)
Novel injectable hydrogels have been formed at 37°C under physiological pH using a polymer-polymer crosslinking reaction. Three different formulations were tested. After 1-day cure time at body temperature, the elastic modulus of unswollen samples ranged between 3 and 5 kPa
Yi Zhou et al.
Journal of nanobiotechnology, 15(1), 87-87 (2017-11-29)
Chemotherapeutic drugs used for cancer therapy frequently encounter multiple-drug resistance (MDR). Nanoscale carriers that can target tumors to accumulate and release drugs intracellularly have the greatest potential for overcoming MDR. Glucose transporter-1 (GLUT-1) and glutathione (GSH) overexpression in cancer cells
Sang Hyun Baek et al.
Analytical chemistry, 81(18), 7737-7742 (2009-08-12)
We present a novel dielectrophoretic technique that can be used to characterize molecular interactions inside a microfluidic device. Our approach allows functionalized beads which are initially at rest on a functionalized surface to be pulled away from the surface by
Eugenio Calandrini et al.
Optics express, 27(18), 25912-25919 (2019-09-13)
Nanoporous gold can be exploited as plasmonic material for enhanced spectroscopy both in the visible and in the near-infrared spectral regions. In particular, the peculiar morphology of such a substrate leads to a higher field confinement with respect to conventional
Jean-François Poulin et al.
International journal of pharmaceutics, 405(1-2), 47-54 (2010-12-07)
The use of succinylated β-lactoglobulin as a novel functional tablet excipient for the protection of probiotic bacteria against the adverse gastric conditions and their delivery in the intestine was studied. Tablets were produced by direct compression of a dry mixture
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