Identification | More | [Name]
Itaconic acid | [CAS]
97-65-4 | [Synonyms]
2-PROPENE-1,2-DICARBOXYLIC ACID 3-CARBOXY-3-BUTENOIC ACID ITACONIC ACID METHYLENESUCCINIC ACID PROPYLENEDICARBOXYLIC ACID methylene-butanedioicaci methylene-succinicaci Succinic acid, methylene- itaconic acide ITACONIC ACID, 99+% ITACONIC ACID CRYSTALLINE 99+% ItaconicAcidForSynthesis ItaconicAcid99%Min Itaconic Acid 99%Min, Cas Butanedioic acid, methylene- 2-methylidenebutanedioic acid Itaconsure Methylenebutanedioic acid Prop-2-ene-1,2-dicarbonic acid ITACONIC ACID pure | [EINECS(EC#)]
202-599-6 | [Molecular Formula]
C5H6O4 | [MDL Number]
MFCD00004260 | [Molecular Weight]
130.1 | [MOL File]
97-65-4.mol |
Chemical Properties | Back Directory | [Appearance]
white to light beige crystalline powder | [Melting point ]
165-168 °C (lit.) | [Boiling point ]
268°C | [density ]
1.573 g/mL at 25 °C(lit.)
| [vapor pressure ]
0.0000115 Pa (20 °C) | [refractive index ]
1.4980 (estimate) | [Fp ]
268°C | [storage temp. ]
Store below +30°C. | [solubility ]
77.49g/l | [form ]
Crystalline Powder or Crystals | [pka]
3.85(at 25℃) | [color ]
White to light beige | [Specific Gravity]
1.573 | [Odor]
Characteristic Odor | [PH]
2 (10g/l, H2O, 20℃) | [Water Solubility ]
Soluble in water, acetone, methanol, hexane and ethanol. Slightly soluble in benzene, chloroform, carbon disulfide and petroleum ether. | [Sensitive ]
Hygroscopic | [Merck ]
14,5242 | [BRN ]
1759501 | [Stability:]
Light Sensitive | [InChIKey]
LVHBHZANLOWSRM-UHFFFAOYSA-N | [LogP]
-0.301 at 20℃ | [Uses]
Copolymerizations, resins, plasticizers, lube-oil
additive, intermediate. | [CAS DataBase Reference]
97-65-4(CAS DataBase Reference) | [NIST Chemistry Reference]
Butanedioic acid, methylene-(97-65-4) | [EPA Substance Registry System]
97-65-4(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [WGK Germany ]
1
| [Autoignition Temperature]
430 °C | [TSCA ]
Yes | [HS Code ]
29171990 | [Hazardous Substances Data]
97-65-4(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: > 2000 mg/kg |
Questions And Answer | Back Directory | [Discovery]
Itaconic acid was discovered by Baup in 1837 as a product of the pyrolytic distillation of citric acid. The name itaconic was devised as an anagram of aconitic. Itaconic acid is formed in the fermentation of some sugars. In 1929, Kinoshita first showed the acid as a metabolic product of Aspergillus itaconicus.
| [Source]
Itaconic acid is formed by the cytosolic enzyme aconitate decarboxylase from cis-aconitic acid. Another biosynthetic pathway from pyruvate through citramalic acid, citraconic acid, and itartaric acid also results in itaconic acid. |
Hazard Information | Back Directory | [Chemical Properties]
white to light beige crystalline powder | [Definition]
ChEBI: A dicarboxylic acid that is methacrylic acid in which one of the methyl hydrogens is substituted by a carboxylic acid group. | [Definition]
itaconic acid: A product of the fermentationof the flamentous fungusAspergillus niger. Itaconic acid is usedcommercially in the production ofadhesives and paints. | [General Description]
Itaconic acid, an unsaturated dicarbonic organic acid, is a metabolic product of Aspergillus itaconicus. | [Flammability and Explosibility]
Nonflammable | [Purification Methods]
Crystallise itaconic acid from EtOH, EtOH/water or EtOH/*benzene. [Beilstein 2 IV 2228.] |
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