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Names | |||
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Preferred IUPAC name
Pyrrolidine-2,5-dione[1] | |||
Other names
Succinimide
Succinic acid imide | |||
Identifiers | |||
3D model (JSmol)
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ChEBI | |||
ChEMBL | |||
ChemSpider | |||
ECHA InfoCard | 100.004.215 | ||
PubChem CID
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RTECS number |
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UNII | |||
CompTox Dashboard (EPA)
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Properties[2] | |||
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 | |||
Occupational safety and health (OHS/OSH): | |||
Main hazards
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Irritant Slightly Flammable | ||
Lethal dose or concentration (LD, LC): | |||
LD50 (median dose)
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14 g/kg (rat, oral)[2] | ||
Safety data sheet (SDS) | External MSDS | ||
Related compounds | |||
Related Imides
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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.[4]
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Transcription
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.[5]
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
- ^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 869. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
- ^ a b Merck Index, 12th Edition, 9040
- ^ Record of Succinimide in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 10 December 2021.
- ^ H. T. Clarke and Letha Davies Behr "Succinimide" Organic Syntheses 1936, volume 16, 75. doi:10.15227/orgsyn.016.0075.
- ^ Zhao, Zefeng; Yue, Jiangxin; Ji, Xiaotong; Nian, Meng; Kang, Kaiwen; Qiao, Haifa; Zheng, Xiaohui (2021). "Research progress in biological activities of succinimide derivatives". Bioorganic Chemistry. 108: 104557. doi:10.1016/j.bioorg.2020.104557. PMID 33376010. S2CID 229722680.