Maleimide

Maleimide

Names
IUPAC name Maleimide
Preferred IUPAC name 1H-Pyrrole-2,5-dione
Other names 2,5-Pyrroledione
Identifiers
CAS Number	541-59-3 Y
3D model (JSmol)	Interactive image
3DMet	B01084
ChEBI	CHEBI:16072 N
ChEMBL	ChEMBL387762 Y
ChemSpider	10471 Y
ECHA InfoCard	100.007.990
EC Number	208-787-4
KEGG	C07272 Y
PubChem CID	10935
UNII	2519R1UGP8 Y
CompTox Dashboard (EPA)	DTXSID3049417
InChI InChI=1S/C4H3NO2/c6-3-1-2-4(7)5-3/h1-2H,(H,5,6,7) Y Key: PEEHTFAAVSWFBL-UHFFFAOYSA-N Y InChI=1/C4H3NO2/c6-3-1-2-4(7)5-3/h1-2H,(H,5,6,7) Key: PEEHTFAAVSWFBL-UHFFFAOYAL
SMILES C1=CC(=O)NC1=O
Properties
Chemical formula	C4H3NO2
Molar mass	97.07 g/mol
Melting point	91 to 93 °C (196 to 199 °F; 364 to 366 K)
Solubility in water	organic solvents
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H301, H314, H317
Precautionary statements	P260, P261, P264, P270, P272, P280, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P333+P313, P363, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Maleimide is a chemical compound with the formula H₂C₂(CO)₂NH (see diagram). This unsaturated imide is an important building block in organic synthesis. The name is a contraction of maleic acid and imide, the -C(O)NHC(O)- functional group. Maleimides also describes a class of derivatives of the parent maleimide where the NH group is replaced with alkyl or aryl groups such as a methyl or phenyl, respectively. The substituent can also be a small molecule (such as biotin, a fluorescent dye, an oligosaccharide, or a nucleic acid), a reactive group, or a synthetic polymer such as polyethylene glycol.^[1] Human hemoglobin chemically modified with maleimide-polyethylene glycol is a blood substitute called MP4.