259926
Itaconic anhydride
95%
Synonym(s):
2-Methylenesuccinic anhydride
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About This Item
Empirical Formula (Hill Notation):
C5H4O3
CAS Number:
Molecular Weight:
112.08
Beilstein:
2212
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
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Quality Level
Assay
95%
form
solid
bp
114-115 °C/12 mmHg (lit.)
mp
66-68 °C (lit.)
SMILES string
C=C1CC(=O)OC1=O
InChI
1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h1-2H2
InChI key
OFNISBHGPNMTMS-UHFFFAOYSA-N
Gene Information
human ... FNTA(2339), PGGT1B(5229)
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General description
Itaconic anhydride (ITA) is a biobased material that is obtained from renewable resources. It is produced from the pyrolysis of citric acid or by fermenting carbohydrates which forms itanoic acid. Itanoic acid can be dehydrated to form an anhydride. It is relatively more reactive that maleic anhydride and can be used as an alternating monomer that facilitates the introduction of polar functionalities in polymers.
Application
ITA can be copolymerized with methacrylate terminated poly(lactic acid) (PLA) for potential usage in packaging and biomedical applications. It can also facilitate the production of reactive polyesters which can be used as starting materials in telechelics, cross-linking agents and macromonomers.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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