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Succinimide

Succinimide

General
Systematic name	Pyrrolidine-2,5-dione
Other names	Succinimide Succinic acid imide
Molecular formula	C₄H₅NO₂
SMILES	O=C1NC(=O)CC1
Molar mass	99.09 g/mol
Appearance	White crystalline powder
CAS number	[123-56-8]
Properties
Solubility in water	Soluble
Melting point	123 - 125 °C Decomposition > 287 °C
Boiling point	285 - 290 °C
Acidity (pK_a)	?
Basicity (pK_b)	?
Hazards
MSDS	External MSDS
Main hazards	Irritant Slightly Flammable
NFPA 704	1 1 0
Flash point	?
Autoignition temperature	?
R/S statement	S24/25 S28 S37 S45
RTECS number	WN2200000
Related compounds
Related Imides	Maleimide
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Succinimide is a cyclic imide with the formula C₄H₅NO₂. It appears as a white or colorless crystalline solid, and has a faint odor of sweat.^{[citation needed]} It is used in a variety of organic synthesis, as well as in some industrial silver plating processes.

Additional recommended knowledge

Essential Laboratory Skills Guide

What is the Correct Way to Check Repeatability in Balances?

Daily Sensitivity Test

Succinimides

Succinimides refers to compounds that contain the succinimide group. These compounds have some notable uses. Firstly, 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.

v • d • e Anticonvulsants (N03)
Barbiturates	Barbexaclone, Metharbital, Methylphenobarbital, Pentobarbital, Phenobarbital, Primidone
Hydantoins	Ethotoin, Fosphenytoin, Mephenytoin, Phenytoin
Oxazolidinediones	Ethadione, Paramethadione, Trimethadione
Succinimides	Ethosuximide, Mesuximide, Phensuximide
Benzodiazepines	Clobazam, Clonazepam, Clorazepate, Diazepam, Lorazepam, Midazolam, Nitrazepam, Temazepam
Carboxamides	Carbamazepine, Oxcarbazepine, Rufinamide
Fatty acid derivatives	Valpromide, Valnoctamide
Carboxylic acids	Valproic acid (Sodium valproate & Valproate semisodium), Tiagabine
Others	GABA analogs: Gabapentin, Pregabalin, Progabide, Vigabatrin -- Monosaccharides: Topiramate -- Aromatic allylic alcohols: Stiripentol -- Ureas: Phenacemide, Pheneturide -- Phenyltriazines: Lamotrigine Carbamates: Emylcamate, Felbamate, Meprobamate -- Pyrrolidines: Brivaracetam, Levetiracetam, Nefiracetam, Seletracetam Sulfa drugs: Acetazolamide, Ethoxzolamide, Sultiame, Zonisamide -- Propionates: Beclamide -- Aldehydes: Paraldehyde -- Bromides: Potassium bromide, Sodium bromide