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Merck
CN

I29204

Itaconic acid

≥99%

Synonym(s):

Methylenesuccinic acid

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About This Item

Linear Formula:
HO2CCH2C(=CH2)CO2H
CAS Number:
97-65-4
Molecular Weight:
130.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24896018
EC Number:
202-599-6
Beilstein/REAXYS Number:
1759501
MDL number:
MFCD00004260

Key Documents

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Product Name

Itaconic acid, ≥99%

InChI key

LVHBHZANLOWSRM-UHFFFAOYSA-N

InChI

1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9)

SMILES string

OC(=O)CC(=C)C(O)=O

assay

≥99%

autoignition temp.

1472 °F

mp

165-168 °C (lit.)

density

1.573 g/mL at 25 °C (lit.)

Quality Level

200

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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.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

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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Certificates of Analysis (COA)

Lot/Batch Number
SDBB6001
SDBB4146
SDBB3434
SDBB2122
STBL4560

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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)
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)
Graft copolymerization, characterization, and degradation of cassava starch-g-acrylamide itaconic acid superabsorbents
Lanthong P, et al.
Carbohydrate Polymers, 66(2), 229-245 (2006)
Anja Kuenz et al.
Applied microbiology and biotechnology, 96(5), 1209-1216 (2012-07-04)
Biotechnologically produced itaconic acid (IA) is a promising organic acid with a wide range of applications and the potential to open up new application fields in the area of polymer chemistry, pharmacy, and agriculture. In this study, a systematic process
Mitsuyasu Okabe et al.
Applied microbiology and biotechnology, 84(4), 597-606 (2009-07-25)
More than 80,000 tons of itaconic acid (IA) is produced worldwide each year and is sold at a price of around US$ 2/kg. The IA production yield from sugar is higher than 80 g/l. The widespread use of IA in
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