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Itaconic acid

Discovery Source
Product Name
Itaconic acid
CAS No.
97-65-4
Chemical Name
Itaconic acid
Synonyms
METHYLENESUCCINIC ACID;Butanedioic acid, methylene-;itaconic acide;methylene-butanedioicaci;3-CARBOXY-3-BUTENOIC ACID;2-methylidenebutanedioic acid;1-Propene-2,3-dicarboxylic acid;Itaconsure;Yikang acid;ITACONIC ACID
CBNumber
CB8439347
Molecular Formula
C5H6O4
Formula Weight
130.1
MOL File
97-65-4.mol
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Itaconic acid Property

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)
Flash point:
268°C
storage temp. 
Store below +30°C.
solubility 
77.49g/l
pka
3.85(at 25℃)
form 
Crystalline Powder or Crystals
color 
White to light beige
Specific Gravity
1.573
Odor
Characteristic Odor
PH
3.5(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
InChIKey
LVHBHZANLOWSRM-UHFFFAOYSA-N
LogP
-0.301 at 20℃
CAS DataBase Reference
97-65-4(CAS DataBase Reference)
NIST Chemistry Reference
Butanedioic acid, methylene-(97-65-4)
EPA Substance Registry System
Itaconic acid (97-65-4)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
I29204
Product name
Itaconic acid
Purity
≥99%
Packaging
1kg
Price
$72.8
Updated
2024/03/01
Sigma-Aldrich
Product number
8.04812
Product name
Methylenesuccinic acid
Purity
for synthesis
Packaging
100g
Price
$28.5
Updated
2024/03/01
Sigma-Aldrich
Product number
8.04812
Product name
Methylenesuccinic acid
Purity
for synthesis
Packaging
500g
Price
$40.6
Updated
2024/03/01
Sigma-Aldrich
Product number
93598
Product name
Itaconic acid
Purity
analytical standard
Packaging
100mg
Price
$88.1
Updated
2024/03/01
Sigma-Aldrich
Product number
8.04812
Product name
Methylenesuccinic acid
Purity
for synthesis
Packaging
50kg
Price
$1620
Updated
2024/03/01
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Itaconic acid Chemical Properties,Usage,Production

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.

Chemical Properties

white to light beige crystalline powder

Uses

The major uses for itaconic acid are in copolymerizations, resins, plasticizers, and as lube oil additives.

Uses

Itaconic 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.

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

Non flammable

Purification Methods

Crystallise itaconic acid from EtOH, EtOH/water or EtOH/*benzene. [Beilstein 2 IV 2228.]

Itaconic acid Preparation Products And Raw materials

Raw materials

ACONITIC ACID, trans-(RG) Maleic anhydride Citraconic acid Succinic anhydride THORIUM ANTIOXIDANT 765 Biochemistry Starch

Preparation Products

Dimethyl itaconate 1-(2-AMINOETHYL)-4-BENZYLPIPERAZINE Itaconic anhydride
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View Lastest Price from Itaconic acid manufacturers

Jinan Finer Chemical Co., Ltd
Product
Itaconic acid 97-65-4
Price
US $0.00/KG
Min. Order
1KG
Purity
99.5%
Supply Ability
5000mt/year
Release date
2022-11-28
Hebei Longbang Technology Co., Ltd
Product
Itaconic acid 97-65-4
Price
US $6.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20TONS
Release date
2024-04-26
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Itaconic acid 97-65-4
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-14

97-65-4, Itaconic acidRelated Search:

Dimethyl succinate Ethyl 2-(Chlorosulfonyl)acetate Citric acid Folic acid Ammonium succinate Dioctyl sulfosuccinate sodium salt Disodium succinate Metroprolol succinate meso-2,3-Dibromosuccinic acid Glycine ITACONIC ACID DIMETHYL ESTER DL-Phenylsuccinic acid iron succinate Succinic acid CIS-ACONITIC ACID ITACONIC ACID DI-N-BUTYL ESTER (STABILIZED WITH HQ) 95+%,ITACONIC ACID DI-N-BUTYL ESTER,ITACONIC ACID DIBUTYL ESTER Itaconic acid anhydride Maleic acid

  • methylene-butanedioicaci
  • methylene-succinicaci
  • Succinic acid, methylene-
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  • Itaconic acid, 99+% 250GR
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  • Yikang acid
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  • CH2CCO2HCH2COOH
  • H2CCCOOHCH2COOH
  • 97654
  • HO2CCH2CCH2CO2H
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