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Succinimide Basic information
Succinimide Chemical Properties
  • Melting point:123-125 °C (lit.)
  • Boiling point:285-290 °C (lit.)
  • Density 1.41
  • vapor pressure <1 hPa (50 °C)
  • refractive index 1.4166 (estimate)
  • Flash point:201 °C
  • storage temp. Store below +30°C.
  • solubility 330g/l
  • pka9.6(at 25℃)
  • form Powder or Flakes
  • color Off-white to beige to light brown
  • PH4-6 (200g/l, H2O)
  • Water Solubility Soluble in water and ethanol. Insoluble in ether and chloroform.
  • Merck 14,8871
  • BRN 108440
  • CAS DataBase Reference123-56-8(CAS DataBase Reference)
  • NIST Chemistry Reference2,5-Pyrrolidinedione(123-56-8)
  • EPA Substance Registry SystemSuccinimide (123-56-8)
Safety Information
  • Hazard Codes Xi
  • Risk Statements 36/37/38
  • Safety Statements 22-24/25-36-26-S24/25
  • WGK Germany 2
  • RTECS WN2200000
  • TSCA Yes
  • HS Code 29251995
  • ToxicityLD50 orally in rats: 14 g/kg (Melon)
Succinimide Usage And Synthesis
  • Chemical Propertieswhite crystalline powder
  • UsesGrowth stimulants for plants, organic synthesis.
  • PreparationTo a flask equipped with a dropping funnel, mechanical stirrer, and a 40 cm long side arm of not less than 10 mm inside diameter is added 236 gm (2.0 mole) of succinic acid. The flask is cooled and 270 ml (4.0 moles) of 28% aqueous ammonia is slowly added with stirring. The flask is rapidly heated with an oil bath until 200 ml of water distils. The temperature of the bath is rapidly raised to 275°C. Succinimide starts to distil over the range 275-289°C, to afford 168 gm of crude product which solidifies on cooling. The intermediate fraction, boiling between 102° and 275°C, is redistilled to afford 10.0 gm of crude succinimide, b.p. 275-289°C. The combined product (178 gm) is added to 178 gm of hot ethanol. The solution is cooled, the crystals filtered, washed with 25 ml of cold ethanol, and dried to afford 163-164 gm (82-83%), m.p. 123-125°C. Approximately 4-5 gm of additional product may be obtained by concen­trating the mother liquor.
    Recent Japanese patents suggested inert aprotic solvents such as cyclic amides (e.g., N-methylpyrrolidone, N-acetyl-2-pyrrolidone, DMF, or tet-ramethylurea) and azeotroping solvents (e.g., toluene, 0-xylene, hexane, or pentane) or other high-boiling solvents (e.g., chlorobenzene or chlo-rotoluene) as dehydrating agents for the formation of imides from di­basic acids (e.g., 3- and/or 4) hydroxyphthalic acid with a large variety of diamines including diaminosiloxanes such as bis (3-aminopropyl)-tetra-methylsiloxane.
    Preparation of Succinimide
  • DefinitionChEBI: A dicarboximide that is pyrrolidine which is substituted by oxo groups at positions 2 and 5.
  • Synthesis Reference(s)Journal of the American Chemical Society, 102, p. 7448, 1980 DOI: 10.1021/ja00545a009
    Organic Syntheses, Coll. Vol. 2, p. 562, 1943
  • Purification MethodsCrystallise the imide from EtOH (1mL/g) or water. [Beilstein 21 H 369, 21/9 V 438.]
Succinimide Preparation Products And Raw materials
Succinimide(123-56-8)Related Product Information
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