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| Names | |||
|---|---|---|---|
| IUPAC name Pyrrolidine-2,5-dione | |||
| Other names Succinimide Succinic acid imide | |||
| Identifiers | |||
3D model (JSmol) | |||
| ChEBI | |||
| ChEMBL | |||
| ChemSpider | |||
| ECHA InfoCard | 100.004.215  | ||
PubChem CID | |||
| RTECS number |
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| UNII | |||
CompTox Dashboard (EPA) | |||
InChI
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SMILES
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| Properties[1] | |||
Chemical formula | C4H5NO2 | ||
| Molar mass | 99.089 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) | ||
| 0.33 g/mL | |||
| Acidity (pKa) | 9.5 | ||
| -47.3·10−6 cm3/mol | |||
| Pharmacology | |||
| G04BX10 (WHO) | |||
| Hazards | |||
| Main hazards | Irritant Slightly Flammable | ||
| Safety data sheet | External MSDS | ||
| R/S statement (outdated) | S24/25 S28 S37 S45 | ||
| Lethal dose or concentration (LD, LC): | |||
LD50 (median dose) | 14 g/kg (rat, oral)[1] | ||
| 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). | |||
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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.[2]
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
References
- ^ a b Merck Index, 12th Edition, 9040
- ^ H. T. Clarke and Letha Davies Behr "Succinimide" Organic Syntheses 1936, volume 16, 75. doi:10.15227/orgsyn.016.0075