I29204
Itaconic acid
≥99%
Synonym(s):
Methylenesuccinic acid
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About This Item
Linear Formula:
HO2CCH2C(=CH2)CO2H
CAS Number:
Molecular Weight:
130.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-599-6
Beilstein/REAXYS Number:
1759501
MDL number:
Assay:
≥99%
Quality Level
assay
≥99%
autoignition temp.
1472 °F
mp
165-168 °C (lit.)
density
1.573 g/mL at 25 °C (lit.)
SMILES string
OC(=O)CC(=C)C(O)=O
InChI
1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9)
InChI key
LVHBHZANLOWSRM-UHFFFAOYSA-N
Application
Itaconic acid (IA) can be used:
- As a comonomer in the polymerization of polyacrylonitrile (PAN) to promote the thermo-oxidative stabilization of polymer.
- In combination with acrylamide to form (poly[acrylamide-co-(itaconicacid)]) to synthesize biodegradable superabsorbent polymers.
- To synthesize biobased polyester composite in fabric industry.
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signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1
Storage Class
11 - Combustible Solids
wgk
WGK 1
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Mechanism and kinetics of the stabilization reactions of itaconic acid-modified polyacrylonitrile
Ouyang Q, et al.
Polymer Degradation and Stability, 93(8), 1415-1421 (2008)
Selective and flexible transformation of biomass-derived platform chemicals by a multifunctional catalytic system.
Frank M A Geilen et al.
Angewandte Chemie (International ed. in English), 49(32), 5510-5514 (2010-06-30)
Fully Biobased Composites of an Itaconic Acid Derived Unsaturated Polyester Reinforced with Cotton Fabrics
Dai Z, et al.
ACS sustainable chemistry & engineering, 6(11), 15056-15063 (2018)