Itaconic acid

Itaconic acid
Names
	Preferred IUPAC name Methylidenebutanedioic acid
	Other names 2-Methylenesuccinic acid; Methylenesuccinic acid; 1-Propene-2,3-dicarboxylic acid; methylidenesuccinic acid; 2-methylidenebutanedioic acid
Identifiers
CAS Number	97-65-4 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:30838 ;
ChEMBL	ChEMBL359159 ;
ChemSpider	789 ;
ECHA InfoCard	100.002.364
KEGG	C00490 ;
PubChem CID	811;
UNII	Q4516562YH ;
CompTox Dashboard (EPA)	DTXSID2026608 ;
	InChI InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9) Key: LVHBHZANLOWSRM-UHFFFAOYSA-N ; InChI=1/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9) Key: LVHBHZANLOWSRM-UHFFFAOYAS;
	SMILES O=C(O)C(=C)CC(=O)O;
Properties
Chemical formula	C5H6O4
Molar mass	130.099 g·mol−1
Appearance	White solid
Density	1.63 g/cm3
Melting point	162 to 164 °C (324 to 327 °F; 435 to 437 K) (decomposes)
Solubility in water	1 g/12 mL
Solubility in ethanol	1 g/5 mL
Magnetic susceptibility (χ)	−57.57·10−6 cm3/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Itaconic acid is an organic compound with the formula CH₂=C(CO₂H)CH₂CO₂H. With two carboxyl groups, it is classified as a dicarboxylic acid. It is a non-toxic white solid that is soluble in water and several organic solvents. It plays several roles in biology.

Names


Preferred IUPAC name Methylidenebutanedioic acid
Other names 2-Methylenesuccinic acid Methylenesuccinic acid 1-Propene-2,3-dicarboxylic acid methylidenesuccinic acid 2-methylidenebutanedioic acid
Identifiers
CAS Number	97-65-4^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:30838^Y
ChEMBL	ChEMBL359159^Y
ChemSpider	789^Y
ECHA InfoCard	100.002.364
KEGG	C00490^Y
PubChem CID	811
UNII	Q4516562YH^Y
CompTox Dashboard (EPA)	DTXSID2026608
InChI InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9)^Y Key: LVHBHZANLOWSRM-UHFFFAOYSA-N^Y InChI=1/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9) Key: LVHBHZANLOWSRM-UHFFFAOYAS
SMILES O=C(O)C(=C)CC(=O)O
Properties
Chemical formula	C₅H₆O₄
Molar mass	130.099 g·mol⁻¹
Appearance	White solid
Density	1.63 g/cm³
Melting point	162 to 164 °C (324 to 327 °F; 435 to 437 K) (decomposes)
Solubility in water	1 g/12 mL
Solubility in ethanol	1 g/5 mL
Magnetic susceptibility (χ)	−57.57·10⁻⁶ cm³/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references