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Merck

239690

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
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24854387
EC Number:
203-570-0
Beilstein/REAXYS Number:
108441
MDL number:
MFCD00005525

Key Documents

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InChI key

RINCXYDBBGOEEQ-UHFFFAOYSA-N

InChI

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

SMILES string

O=C1CCC(=O)O1

vapor density

3.5 (vs air)

vapor pressure

1 mmHg ( 92 °C)

assay

≥99% (GC)

form

solid

bp

261 °C (lit.)

Quality Level

200

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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

WGK 1

flash_point_f

314.6 °F

flash_point_c

157 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

239690-50G: + 239690-BULK: + 239690-250G: + 239690-VAR:

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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)
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
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
Mostafa Akbarzadeh Khiavi et al.
BioImpacts : BI, 10(1), 27-36 (2020-01-29)
Introduction: Currently, drug-induced reactive oxygen species (ROS) mediating apoptosis pathway have extensively been investigated in designing effective strategies for
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
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