Succinimide

Succinimide

Names
IUPAC name Pyrrolidine-2,5-dione
Other names Succinimide Succinic acid imide
Identifiers
CAS Number	123-56-8 Y
ChEBI	CHEBI:9307 N
ChEMBL	ChEMBL275661 Y
ChemSpider	10955 Y
Jmol 3D model	Interactive image
PubChem	11439
RTECS number	WN2200000
UNII	10X90O3503 Y
InChI InChI=1S/C4H5NO2/c6-3-1-2-4(7)5-3/h1-2H2,(H,5,6,7) Y Key: KZNICNPSHKQLFF-UHFFFAOYSA-N Y InChI=1/C4H5NO2/c6-3-1-2-4(7)5-3/h1-2H2,(H,5,6,7) Key: KZNICNPSHKQLFF-UHFFFAOYAV
SMILES O=C1NC(=O)CC1
Properties
Chemical formula	C4H5NO2
Molar mass	99.09 g·mol−1
Appearance	White crystalline powder
Density	1.41 g/cm3
Melting point	125 to 127 °C (257 to 261 °F; 398 to 400 K)
Boiling point	287 to 289 °C (549 to 552 °F; 560 to 562 K)
Solubility in water	1 g/3 mL
Acidity (pKa)	9.5
Pharmacology
ATC code	G04BX10
Vapor pressure	{{{value}}}
Related compounds
Related Imides	Maleimide, N-Chlorosuccinimide, N-Bromosuccinimide
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

Succinimide is a cyclic imide with the formula C₄H₅NO₂. It is used in a variety of organic syntheses, as well as in some industrial silver plating processes. It may be prepared by thermal decomposition of ammonium succinate

Succinimides

Succinimides refers to compounds that contain the succinimide group. These compounds have some notable uses. Several succinimides are used as anticonvulsant drugs, including ethosuximide, phensuximide, and methsuximide. Succinimides are also used to form covalent bonds between proteins or peptides and plastics, which is useful in a variety of assay techniques.

See also

• Succinic anhydride