Itaconic Acid - Itaconsan

2-methylenesuccinic acid. C ₅ H ₆ O ₄ (130.10). An isomer of mesaconic acid and citraconic acid. A component of fungi such as Aspergillus terreus and Asp. itaconicus . For industrial purposes, it is produced by culturing the above fungi on sugarcane medium (itaconic acid fermentation). In the laboratory, itaconic anhydride (melting point 68 °C) and citraconic anhydride (melting point 7 °C) are obtained by distilling aconitic acid, and the former becomes itaconic acid when heated with water. It is a colorless, hygroscopic crystal with a peculiar odor. Melting point 162-164 °C (decomposition). It sublimes under reduced pressure. Its solubility in 100 g of water is 8.3 g (20 °C). K _a1 1.4 × 10 ^-4 , K _a2 3.56 × 10 ^-6 (25 °C). Soluble in ethanol, slightly soluble in benzene, chloroform, ether, etc. Used as a raw material for the synthesis of polyester resins and plasticizers. Itaconic acid diesters are used alone or copolymerized with other vinyl monomers for thermoplastic resins, ion exchange resins, synthetic fibers, etc. Store in a tightly sealed container. [CAS 97-65-4]

Source: Morikita Publishing "Chemical Dictionary (2nd Edition)" Information about the Chemical Dictionary 2nd Edition

2-methylenesuccinic acid．C₅H₆O₄(130.10)．メサコン酸およびシトラコン酸の異性体．Aspergillus terreus，Asp．itaconicusなどの菌類成分の一つ．工業的には，サトウキビ培地で上記菌類を培養してつくる(イタコン酸発酵)．実験室的には，アコニット酸を蒸留すると無水イタコン酸(融点68 ℃)と無水シトラコン酸(融点7 ℃)が得られ，前者を水と加熱するとイタコン酸になる．特異な臭いをもつ吸湿性の無色の結晶．融点162～164 ℃(分解)．減圧下で昇華する．水100 g に対する溶解度は8.3 g(20 ℃)．K_a1 1.4×10^－4，K_a2 3.56×10^－6(25 ℃)．エタノールに可溶，ベンゼン，クロロホルム，エーテルなどに難溶．ポリエステル樹脂，可塑剤の合成原料として用いられる．イタコン酸ジエステルは，単独またはほかのビニル単量体と共重合させて，熱可塑性樹脂，イオン交換樹脂，合成繊維などに用いられる．密栓して保存する．[CAS 97-65-4]

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