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239690

Sigma-Aldrich

Succinic anhydride

≥99% (GC)

Synonym(s):

Dihydro-2,5-furandione

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About This Item

Empirical Formula (Hill Notation):
C4H4O3
CAS Number:
108-30-5
Molecular Weight:
100.07
Beilstein/REAXYS Number:
108441
EC Number:
203-570-0
MDL number:
MFCD00005525
UNSPSC Code:
12162002
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.

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Danger

Hazard Classifications

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

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

314.6 °F

flash_point_c

157 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH1472
BCCG6094
BCCF1552
0000107607
BCCD2899

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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
Sang Hyun Baek et al.
Analytical chemistry, 81(18), 7737-7742 (2009-08-12)
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