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259926 Sigma-Aldrich

Itaconic anhydride

95%

Synonym: 2-Methylenesuccinic anhydride

  • CAS Number 2170-03-8

  • Empirical Formula (Hill Notation) C5H4O3

  • Molecular Weight 112.08

  •  Beilstein/REAXYS Number 2212

  •  EC Number 218-518-2

  •  MDL number MFCD00005530

  •  PubChem Substance ID 24855441

  •  NACRES NA.23

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Properties

Related Categories Anhydride Monomers, Materials Science, Monomers, Polymer Science
Quality Level   200
assay   95%
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.

Packaging

25, 100 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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