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
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
218-518-2
Beilstein/REAXYS Number:
2212
MDL number:
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)
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Articles
Innovation in dental restorative materials is driven by the need for biocompatible and natural-appearing restoration alternatives. Conventional dental materials like amalgam and composite resins have inherent disadvantages.
Feng Tian et al.
European journal of pharmacology, 873, 172989-172989 (2020-02-08)
Renal fibrosis is an inevitable course of all kinds of progressive chronic kidney disease (CKD). Itaconic acid is an endogenous metabolite that has shown anti-inflammatory and antioxidant effects. 4-octyl itaconate (OI), a derivative of itaconic acid with higher fat solubility
Sameh M Osman et al.
Chemistry Central journal, 6(1), 85-85 (2012-08-10)
Microwave irradiation as an alternative heat source is now a well-known method in synthetic chemistry. Microwave heating has emerged as a powerful technique to promote a variety of chemical reactions, offering reduced pollution, low cost and offer high yields together
Copolymers of itaconic anhydride and methacrylate-terminated poly (lactic acid) macromonomers
Wallach JA and Huang SJ
Biomacromolecules, 1(2), 174-179 (2000)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 259926-100G | 04061826075500 |
| 259926-25G | 04061826075517 |