Itaconic anhydride

Itaconic anhydride
Names
	Preferred IUPAC name 3-Methylideneoxolane-2,5-dione
	Other names Methylenesuccinic anhydride
Identifiers
CAS Number	2170-03-8;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL87967;
ChemSpider	67661;
ECHA InfoCard	100.016.835
EC Number	218-518-2;
PubChem CID	75110;
UNII	Y455KS1U7Q;
CompTox Dashboard (EPA)	DTXSID8062230 ;
	InChI InChI=1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h1-2H2 Key: OFNISBHGPNMTMS-UHFFFAOYSA-N;
	SMILES C=C1CC(=O)OC1=O;
Properties
Chemical formula	C5H4O3
Molar mass	112,09 g·[mol−1
Appearance	colorless crystalline solid
Melting point	70–72 °C (158–162 °F; 343–345 K)
Solubility in water	soluble in acetone and chloroform, only slightly soluble in Diethylether, reacts with water
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H319, H335
Precautionary statements	P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Itaconic anhydride is the cyclic anhydride of itaconic acid (an unsaturated, dicarboxylic acid) and is obtained by the pyrolysis of citric acid. It is a colourless, crystalline solid, which dissolves in many polar organic solvents and hydrolyzes forming itaconic acid. Itaconic anhydride and its derivative itaconic acid have been promoted as biobased "platform chemicals" and bio- building blocks.) These expectations, however, have not been fulfilled.