Itaconic acid

Itaconic acid Basic information
Product Name:Itaconic acid
Synonyms:methylene-butanedioicaci;methylene-succinicaci;Succinic acid, methylene-;3-CARBOXY-3-BUTENOIC ACID;METHYLENESUCCINIC ACID;ITACONIC ACID;2-PROPENE-1,2-DICARBOXYLIC ACID;PROPYLENEDICARBOXYLIC ACID
CAS:97-65-4
MF:C5H6O4
MW:130.1
EINECS:202-599-6
Product Categories:Building Blocks;C1 to C5;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks;Organic Chemicals;Pyridines;bc0001;97-65-4
Mol File:97-65-4.mol
Itaconic acid Structure
Itaconic acid Chemical Properties
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
pka3.85(at 25℃)
color White to light beige
Specific Gravity1.573
OdorCharacteristic Odor
PH3.5(1 mM solution);2.95(10 mM solution);2.43(100 mM solution);
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
InChIKeyLVHBHZANLOWSRM-UHFFFAOYSA-N
LogP-0.301 at 20℃
CAS DataBase Reference97-65-4(CAS DataBase Reference)
NIST Chemistry ReferenceButanedioic acid, methylene-(97-65-4)
EPA Substance Registry SystemItaconic acid (97-65-4)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 1
Autoignition Temperature430 °C
TSCA Yes
HS Code 29171990
Hazardous Substances Data97-65-4(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: > 2000 mg/kg
MSDS Information
ProviderLanguage
Methylenebutanedioic acid English
SigmaAldrich English
ACROS English
ALFA English
Itaconic acid Usage And Synthesis
Chemical Propertieswhite to light beige crystalline powder
UsesCopolymerizations, resins, plasticizers, lube-oil additive, intermediate.
UsesThe major uses for itaconic acid are in copolymerizations, resins, plasticizers, and as lube oil additives.
UsesItaconic acid is used in the preparation of acrylonitrile-butadiene-styrene and acrylate latexes. It is also used to prepare poly-itaconic acid, resins biofuel components and ionomer cements. It finds application in the textile, chemical and pharmaceutical industries. It is also used as an additive in fibers and ion exchange resins to increase abrasion, waterproofing, physical resistance, dying affinity and better duration. Further, it acts as a co-monomer used in the preparation of acrylic fibers and rubbers, reinforced glass fiber, artificial diamonds and lens. In addition to this, it acts as a binder and sizing agent in non-weaving fibers.
Definitionitaconic acid: A product of the fermentationof the flamentous fungusAspergillus niger. Itaconic acid is usedcommercially in the production ofadhesives and paints.
DefinitionChEBI: A dicarboxylic acid that is methacrylic acid in which one of the methyl hydrogens is substituted by a carboxylic acid group.
General DescriptionItaconic acid, an unsaturated dicarbonic organic acid, is a metabolic product of Aspergillus itaconicus.
Flammability and ExplosibilityNonflammable
Purification MethodsCrystallise itaconic acid from EtOH, EtOH/water or EtOH/*benzene. [Beilstein 2 IV 2228.]
ITACONIC ACID DIMETHYL ESTER Citric acid ACONITIC ACID, trans-(RG) DL-Phenylsuccinic acid Ethyl 2-(Chlorosulfonyl)acetate Ascoric Acid Metroprolol succinate CIS-ACONITIC ACID Ammonium succinate Folic acid Glycine Methylprednisolone Hemisuccinate Disodium succinate Dioctyl sulfosuccinate sodium salt phosphoric acid meso-2,3-Dibromosuccinic acid Dimethyl succinate Succinic acid

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