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| CAS No.: | 97-65-4 |
|---|---|
| Name: | Itaconic acid |
| Article Data: | 84 |
| Molecular Structure: | |
|
|
|
| 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 |
| Appearance: | white crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36 |
| PSA: | 74.60000 |
| LogP: | 0.10190 |
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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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| With acetic anhydride; acetic acid |
| Conditions | Yield |
|---|---|
| With sodium hydroxide |
| Conditions | Yield |
|---|---|
| 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. |
| Conditions | Yield |
|---|---|
| With aspergillus terreus | |
| With aspergillus terreus |
- 97-65-4
2-methylenesuccinic acid
| Conditions | Yield |
|---|---|
| With aspergillus terreus Bei der oxydativen Vergaerung; | |
| With aspergillus itaconicus Bei der oxydativen Vergaerung; |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| Erhitzen ueber die Schmelzpunkt; |
| Conditions | Yield |
|---|---|
| With aspergillus terreus | |
| With immune responsive gene 1 In aq. buffer at 30℃; for 1h; pH=7.1; |
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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: 
Xi
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.