Itaconic acid
(Redirected from Itaconate)
Organic compound used in the production of synthetic resins
| IUPAC Name: | 2-Methylidenebutanedioic acid |
| Other Names: | Methylenesuccinic acid |
| Identifiers | |
| CAS Number | |
| PubChem | 2048 |
| ChemSpider | 1968 |
| SMILES | C=C(C(=O)O)CC(=O)O |
| InChI | 1S/C5H6O4/c6-4(7)2-1-3-5(8)9/h1-2H2,(H,6,7)(H,8,9) |
| InChIKey | KJXVUZOKDWTXBL-UHFFFAOYSA-N |
| StdInChI | |
| StdInChIKey | |
| Properties | |
| Chemical formula | C5H6NO4 |
| Appearance | White crystalline solid |
| Density | 1.573 g/cm³ |
| Melting Point | 165-168 °C |
| Boiling Point | 268 °C |
| Solubility | Soluble in water |
| Hazards | |
| Main Hazards | Irritant |
| Flash Point | |
| Autoignition Temperature | |
Itaconic acid is an organic compound with the IUPAC name 2-methylidenebutanedioic acid. It is a white crystalline solid that is soluble in water and is primarily used in the production of synthetic resins.
Production[edit | edit source]
Itaconic acid is produced industrially by the fermentation of carbohydrates such as glucose using the fungus Aspergillus terreus. This process is considered to be more environmentally friendly compared to traditional petrochemical methods.
Applications[edit | edit source]
Itaconic acid is used in the manufacture of various products, including:
It is also used as a building block for the synthesis of other chemicals, such as methyl methacrylate and ethyl acrylate.
Chemical Properties[edit | edit source]
Itaconic acid has the chemical formula C₅H₆O₄ and a molecular weight of 130.10 g/mol. It has a melting point of 165-168 °C and a boiling point of 268 °C. The compound is known for its ability to polymerize, making it useful in the production of polymers and copolymers.
Biological Role[edit | edit source]
In addition to its industrial applications, itaconic acid has been found to play a role in the immune system. It is produced by macrophages during inflammation and has been shown to have antimicrobial properties.
Related Pages[edit | edit source]
See Also[edit | edit source]
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