Topic summary

Succinimide

Succinimide
Names Preferred IUPAC name
Pyrrolidine-2,5-dione
Other names
Succinimide
Succinic acid imide
Identifiers
3D model (JSmol)
ChEBIChEMBLChemSpiderECHA InfoCard100.004.215RTECS number
  • WN2200000
UNII
  • InChI=1S/C4H5NO2/c6-3-1-2-4(7)5-3/h1-2H2,(H,5,6,7)
    Key: KZNICNPSHKQLFF-UHFFFAOYSA-N
  • InChI=1/C4H5NO2/c6-3-1-2-4(7)5-3/h1-2H2,(H,5,6,7)
    Key: KZNICNPSHKQLFF-UHFFFAOYAV
  • O=C1NC(=O)CC1
Properties C4H5NO2Molar mass99.089 g·mol Appearance White crystalline powder Density1.41 g/cm Melting point125 to 127 °C (257 to 261 °F; 398 to 400 K) Boiling point287 to 289 °C (549 to 552 °F; 560 to 562 K) 0.33 g/mL Acidity (pKa) 9.5 −47.3·10 cm/mol Pharmacology G04BX10 (WHO) Hazards Occupational safety and health (OHS/OSH):
Main hazards
Irritant
Slightly Flammable Lethal dose or concentration (LD, LC): 14 g/kg (rat, oral) Safety data sheet (SDS) External MSDSRelated 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).
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Succinimide is an organic compound with the formula (CH2)2(CO)2NH. This white solid is used in a variety of organic syntheses, as well as in some industrial silver plating processes. The compound is classified as a cyclic imide. It may be prepared by thermal decomposition of ammonium succinate.