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97-65-4

Basic Information
CAS No.: 97-65-4
Name: Itaconic acid
Article Data: 84
Cas Database
Molecular Structure:
Molecular Structure of 97-65-4 (Itaconic acid)
Formula: C5H6O4
Molecular Weight: 130.1
Synonyms: Succinic acid, methylene-;disodium 2-methylidenebutanedioate;Disodium methylenesuccinate;methylenebutanedioic acid;Butanedioic acid, methylene-;Succinic acid, methylene- (8CI);1/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9;butanedioic acid, 2-methylene-;sodium 2-methylidenebutanedioate;Methylenebutanedioic acid, disodium salt;2-Propene-1,2-dicarboxylic acid;Butanedioic acid,methylene-;
EINECS: 202-599-6
Density: 1.366 g/cm3
Melting Point: 165-168 °C(lit.)
Boiling Point: 381.4 °C at 760 mmHg
Flash Point: 198.7 °C
Solubility: N/A
Appearance: white crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
Transport Information: N/A
PSA: 74.60000
LogP: 0.10190
Synthetic route
77-92-9

citric acid

A

79-41-4

poly(methacrylic acid)

B

498-23-7

citraconic acid

C

498-24-8

Mesaconic acid

D

97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With 4-methoxy-phenol; triphenylphosphine In water at 225℃; under 20686.5 Torr; for 1.5h; Temperature; Glovebox; Inert atmosphere;A 24.1%
B n/a
C n/a
D n/a
With sodium hydroxide at 250℃; for 0.25h; Reagent/catalyst;
50-00-0

formaldehyd

922-84-9

ethane-1,1,2-tricarboxylic acid

A

97-65-4

2-methylenesuccinic acid

B

498-89-5

paraconic acid

Conditions
ConditionsYield
With acetic anhydride; acetic acid
498-23-7

citraconic acid

A

498-24-8

Mesaconic acid

B

97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With sodium hydroxide
498-23-7

citraconic acid

97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With water at 120 - 160℃;
With dipotassium peroxodisulfate; water; mercury dichloride
With sodium hydroxide In water at 190℃; under 112511 Torr; for 0.133333h; Temperature;19.22 %Spectr.
498-24-8

Mesaconic acid

furan-2,3,5(4H)-trione pyridine (1:1)

97-65-4

2-methylenesuccinic acid

50-99-7

D-glucose

97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With aspergillus terreus
With aspergillus terreus
499-12-7

1 propene 1,2,3 tricarboxylic acid

97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
bei der Destillation;
bei der Destillation ensteht zunaechst in Form ihres Anhydrids;
With water at 180℃;
499-12-7

1 propene 1,2,3 tricarboxylic acid

A

97-65-4

2-methylenesuccinic acid

B

15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

Conditions
ConditionsYield
Erhitzen ueber die Schmelzpunkt;
585-84-2

cis-aconitic acid

97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With aspergillus terreus
With immune responsive gene 1 In aq. buffer at 30℃; for 1h; pH=7.1;
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    Product Name: Itaconic acid CAS: 97-65-4 MF: C5H6O4 MW: 130.1 EINECS: 202-599-6 Mol File: 97-65-4.mol Itaconic acid Structure Itaconic acid Chemical Properties Melting point 165-168 °C (lit.) Boiling point 268°C de

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Chemistry

Structure of Itaconic acid (CAS NO.97-65-4):

IUPAC Name: 2-methylidenebutanedioic acid 
Empirical Formula: C5H6O4
Molecular Weight: 130.0987 
EINECS: 202-599-6 
Index of Refraction: 1.498
Molar Refractivity: 27.91 cm3
Molar Volume: 95.2 cm3
Polarizability: 11.06×10-24cm3
Surface Tension: 55.4 dyne/cm
Density: 1.366 g/cm3
Flash Point: 198.7 °C
Enthalpy of Vaporization: 69.14 kJ/mol 
Melting Point: 165-168 °C(lit.)
Boiling Point: 381.4 °C at 760 mmHg
Vapour Pressure: 7.11E-07 mmHg at 25°C 
Sensitive: Hygroscopic 
Product Categories: Organic Chemicals 
Canonical SMILES: C=C(CC(=O)O)C(=O)O
InChI: InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9)
InChIKey: LVHBHZANLOWSRM-UHFFFAOYSA-N

Uses

  Itaconic acid (CAS NO.97-65-4) is primarily used as a co-monomer in the production of styrene-butadiene-acrylonitrile and acrylate latexes with applications in the paper and architectural coating industry.

Production

In nature, itaconic acid is being produced by Aspergillus terreus. Scientists are developing plants to produce itaconic acid. This may allow replacement of petrochemical products by plant based, thus more sustainable, raw material.

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36 
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
HS Code: 29171990

Specification

  Itaconic acid , its cas register number is 97-65-4. It also can be called  2-Propene-1,2-dicarboxylic acid ; AI3-16901 ;
 Butanedioic acid, methylene- ; Methylenebutanedioic acid ; NSC 3357 ; Propylenedicarboxylic acid ; Succinic acid, methylene- . Itaconic acid (CAS NO.97-65-4)  is a white crystalline powder that is soluble in water, and partially soluble in methanol, ethanol or acetone.