Succinimide: Difference between revisions
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| Density = 1.41 g/cm<sup>3</sup> |
| Density = 1.41 g/cm<sup>3</sup> |
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| Appearance = White crystalline powder |
| Appearance = White crystalline powder |
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| Solubility = |
| Solubility = 0.33 g/mL |
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| MeltingPtC = 125 to 127 |
| MeltingPtC = 125 to 127 |
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| BoilingPtC = 287 to 289 |
| BoilingPtC = 287 to 289 |
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'''Succinimide''' is an [[organic compound]] with the formula (CH<sub>2</sub>)<sub>2</sub>(CO)<sub>2</sub>NH. 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]] [[Succinic acid|succinate]].<ref>H. T. Clarke and Letha Davies Behr "Succinimide" Organic Syntheses 1936, volume 16, 75. {{DOI|10.15227/orgsyn.016.0075}}</ref> |
'''Succinimide''' is an [[organic compound]] with the formula (CH<sub>2</sub>)<sub>2</sub>(CO)<sub>2</sub>NH. 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]] [[Succinic acid|succinate]].<ref>H. T. Clarke and Letha Davies Behr "Succinimide" Organic Syntheses 1936, volume 16, 75. {{DOI|10.15227/orgsyn.016.0075}}</ref> |
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==Succinimides== |
==Succinimides== |
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Succinimides refers to compounds that contain the succinimide group |
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]]. |
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Succinimides are also used to form covalent bonds between [[proteins]] or [[peptides]] and plastics, which is useful in a variety of [[assay]] techniques.<!--referring to maleimide derivatives?--> |
Succinimides are also used to form covalent bonds between [[proteins]] or [[peptides]] and plastics, which is useful in a variety of [[assay]] techniques.<!--referring to maleimide derivatives?--> |
Revision as of 10:37, 2 November 2018
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Names | |||
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IUPAC name
Pyrrolidine-2,5-dione
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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[1] | |||
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)[1] | ||
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.[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