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Itaconic acid

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Itaconic acid manufacturers

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Related articles

Itaconic acid Basic information
Discovery Source
Product Name:Itaconic acid
Synonyms:methylene-butanedioicaci;methylene-succinicaci;Succinic acid, methylene-;3-CARBOXY-3-BUTENOIC ACID;ITACONIC ACID;2-PROPENE-1,2-DICARBOXYLIC ACID;PROPYLENEDICARBOXYLIC ACID;itaconic acide
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℃)
Specific Gravity1.573
color White to light beige
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
Henry's Law Constant1.3×106 mol/(m3Pa) at 25℃, Yaws (2003)
Stability:Light Sensitive
Cosmetics Ingredients FunctionsBUFFERING
ANTIMICROBIAL
SKIN CONDITIONING - EMOLLIENT
SKIN CONDITIONING
InChI1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9)
InChIKeyLVHBHZANLOWSRM-UHFFFAOYSA-N
SMILESOC(=O)CC(=C)C(O)=O
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)
CAS Number Unlabeled97-65-4
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 1
Autoignition Temperature430 °C
TSCA TSCA listed
HS Code 29171990
Storage Class13 - Non Combustible Solids
Hazard ClassificationsEye Dam. 1
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
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.
SourceItaconic 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.
Chemical Propertieswhite to light beige crystalline powder
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.
DefinitionChEBI: A dicarboxylic acid that is methacrylic acid in which one of the methyl hydrogens is substituted by a carboxylic acid group.
Definitionitaconic acid: A product of the fermentationof the flamentous fungusAspergillus niger. Itaconic acid is usedcommercially in the production ofadhesives and paints.
General DescriptionItaconic acid, an unsaturated dicarbonic organic acid, is a metabolic product of Aspergillus itaconicus.
Flammability and ExplosibilityNon flammable
Purification MethodsCrystallise itaconic acid from EtOH, EtOH/water or EtOH/*benzene. [Beilstein 2 IV 2228.]
Tag:Itaconic acid(97-65-4) Related Product Information
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