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Succinimide

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Identification
Molecular formula
C4H5NO2
CAS number
123-56-8
IUPAC name
pyrrolidine-2,5-dione
State
State
At room temperature, succinimide is a solid. It is stable under normal conditions and does not pose significant risks when handled properly.
Melting point (Celsius)
125.00
Melting point (Kelvin)
398.15
Boiling point (Celsius)
287.00
Boiling point (Kelvin)
560.15
General information
Molecular weight
99.09g/mol
Molar mass
99.0870g/mol
Density
1.4340g/cm3
Appearence

Succinimide appears as a white crystalline solid. It is usually available in the form of a powder or small crystals. It is odorless and has a slightly acidic taste.

Comment on solubility

Solubility of Pyrrolidine-2,5-dione

Pyrrolidine-2,5-dione, also known as succinimide, exhibits interesting solubility characteristics that are crucial for its various applications. When considering solubility, several factors come into play:

  • Polarity: As a cyclic molecule containing polar carbonyl groups, pyrrolidine-2,5-dione is generally soluble in polar solvents.
  • Solvent Compatibility: It shows good solubility in water and other polar organic solvents, such as:
    • Ethanol
    • Dimethyl sulfoxide (DMSO)
  • Insolubility in Non-Polar Solvents: Conversely, it is largely insoluble in non-polar solvents like hexane or benzene, which reflects its polar nature.

In summary, pyrrolidine-2,5-dione is characterized by its high solubility in polar media and poor solubility in non-polar environments. This solubility profile not only enhances its reactivity in chemical synthesis but also impacts its biological activity. Understanding the solubility properties of such compounds is essential for their effective use in both laboratory settings and industrial applications.

Interesting facts

Interesting Facts about Pyrrolidine-2,5-dione

Pyrrolidine-2,5-dione, also known as glutarimide, is a fascinating compound with a range of applications and properties that make it particularly interesting in various fields of chemistry.

Chemical Structure

This compound features a cyclic structure that consists of a five-membered ring containing both carbon and nitrogen atoms. Its unique ring formation leads to several chemical characteristics:

  • The presence of two carbonyl groups contributes to the compound's reactivity.
  • Pyrrolidine-2,5-dione is often synthesized from pyrrolidine, one of the basic building blocks in organic chemistry.
  • The nitrogen atom within the ring contributes to its basicity and ability to form hydrogen bonds.

Biological Significance

Pyrrolidine-2,5-dione plays a significant role in various biological processes:

  • It's a key intermediate in the synthesis of many pharmaceuticals, offering a pathway to create compounds with therapeutic benefits.
  • Research suggests potential applications in the treatment of neurological conditions, making this compound a topic of interest in medicinal chemistry.

Practical Applications

The versatility of pyrrolidine-2,5-dione extends beyond its biological relevance:

  • It's used in the formation of polymers, particularly in producing materials with specific functional properties.
  • Pyrrolidine-2,5-dione finds application in the production of agrochemicals, helping in the development of more effective herbicides and insecticides.

Quote from Chemistry Experts

As noted by chemists, "Pyrrolidine-2,5-dione is not just a compound; it's a bridge between synthetic chemistry and biological applications, showcasing how intricate structures can lead to significant innovations."

In conclusion, pyrrolidine-2,5-dione exemplifies how a single compound can intertwine through various disciplines, from basic research to applied sciences. Its unique chemical structure and numerous applications make it a compound worth exploring further.

Synonyms
SUCCINIMIDE
123-56-8
pyrrolidine-2,5-dione
Butanimide
2,5-Dioxopyrrolidine
Succinic acid imide
2,5-Diketopyrrolidine
Succinic imide
Succinimide-sauba
3,4-Dihydropyrrole-2,5-dione
Dihydro-3-pyrroline-2,5-dione
3,4-Dihydropyrrolidine
NSC 11204
EINECS 204-635-6
BRN 0108440
CHEBI:9307
DTXSID8051629
AI3-08539
UNII-10X90O3503
NSC-11204
10X90O3503
DTXCID3030181
EC 204-635-6
5-21-09-00438 (Beilstein Handbook Reference)
SUCCINIMIDE (MART.)
SUCCINIMIDE [MART.]
Succinimide pharbiol
204-635-6
2,5-Pyrrolidinedione
MFCD00005495
SUCCIMIDE
Mercury, disuccinimido-
WLN: T5VMVTJ
2, mercury(2+) salt
Succinimide, mercury(2+) salt
succinimid
cis-succinimide
2,5dioxopyrrolidine
Lubrizol 6406
pyrroldine-2,5-dione
SUCCINIMIDE [MI]
Succinimide pharbiol (TN)
SUCCINIMIDE [WHO-DD]
BDBM7814
CHEMBL275661
NSC11204
NSC13114
NSC38417
NSC41221
NSC49152
Tox21_303851
NSC-13114
NSC-49152
STL163344
AKOS000118776
DB13376
NCGC00357119-01
BP-21153
CAS-123-56-8
HY-41877
CS-0019112
NS00001653
EN300-17963
C07273
D08532
Q419430
Z57127349
F1908-0169
1BBF5533-77F1-4B20-96F3-0BB022C36CD3
InChI=1/C4H5NO2/c6-3-1-2-4(7)5-3/h1-2H2,(H,5,6,7