259926

Itaconic anhydride

95%

• Synonym(s): 2-Methylenesuccinic anhydride
• Empirical Formula (Hill Notation): C₅H₄O₃
• CAS Number: 2170-03-8
• Molecular Weight: 112.08
• Beilstein: 2212
• EC Number: 218-518-2
• MDL number: MFCD00005530
• UNSPSC Code: 12162002
• PubChem Substance ID: 24855441
• NACRES: NA.23

Properties

• 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)

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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