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Merck

259926

Sigma-Aldrich

Itaconsäureanhydrid

95%

Synonym(e):

2-Methylenbernsteinsäureanhydrid

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About This Item

Empirische Formel (Hill-System):
C5H4O3
CAS-Nummer:
Molekulargewicht:
112.08
Beilstein:
2212
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12162002
PubChem Substanz-ID:
NACRES:
NA.23

Assay

95%

Form

solid

bp

114-115 °C/12 mmHg (lit.)

mp (Schmelzpunkt)

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

InChIKey

OFNISBHGPNMTMS-UHFFFAOYSA-N

Angaben zum Gen

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Allgemeine Beschreibung

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.

Anwendung

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.

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Green polymer chemistry: lipase-catalyzed synthesis of bio-based reactive polyesters employing itaconic anhydride as a renewable monomer
Yamaguchi S, et al.
Polymer Journal, 46(1), 2-2 (2014)
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
Copolymers of itaconic anhydride and methacrylate-terminated poly (lactic acid) macromonomers
Wallach JA and Huang SJ
Biomacromolecules, 1(2), 174-179 (2000)
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
Stable biocompatible cross-linked fluorescent polymeric nanoparticles based on AIE dye and itaconic anhydride
Li H, et al.
Colloids and Surfaces. B, Biointerfaces, 121, 347-353 (2014)

Artikel

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.

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