Cas no 123-56-8 (pyrrolidine-2,5-dione)

Pyrrolidine-2,5-dione, also known as succinimide, is a heterocyclic organic compound with the molecular formula C?H?NO?. It features a five-membered ring structure containing two carbonyl groups at positions 2 and 5, making it a versatile intermediate in organic synthesis and pharmaceutical applications. The compound is particularly valued for its role in the production of N-substituted derivatives, such as N-hydroxysuccinimide (NHS), which are widely used in peptide coupling and bioconjugation reactions. Its high reactivity with amines and stability under mild conditions make it a preferred choice for crosslinking and labeling applications. Additionally, pyrrolidine-2,5-dione serves as a key precursor in the synthesis of anticonvulsant drugs and other bioactive molecules.
pyrrolidine-2,5-dione structure
pyrrolidine-2,5-dione structure
Product Name:pyrrolidine-2,5-dione
CAS No:123-56-8
MF:C4H5NO2
MW:99.0880010128021
MDL:MFCD00005495
CID:36087
PubChem ID:11439
Update Time:2025-10-22

pyrrolidine-2,5-dione Chemical and Physical Properties

Names and Identifiers

    • Succinimide
    • 2,5-DIKETOPYRROLIDENE
    • 2,5-DIKETOPYRROLIDINE
    • 2,5-Dioxopyrrolidine
    • 2,5-PYRROLIDINEDIONE
    • BUTANIMIDE
    • SUCCINIC ACID IMIDE
    • Succinic imide
    • 3,4-Dihydropyrrole-2,5-dione
    • 3,4-dihydropyrrolidine
    • Dihydro-3-pyrroline-2,5-dione
    • Lubrizol 2153
    • Lubrizol 6406
    • Orotric
    • Pyrrolidine-2,5-dione
    • Succinimide-Sauba
    • Fmoc-D-Asp(OtBu)-OH
    • succinimide,butanimide
    • dihydromaleimide
    • pyrrolidin-1-yl-2,5-dione
    • succiminide
    • SI
    • Succinimide,~99%
    • Succinimide, 98+%
    • Mercuric imidosuccinate
    • NSC-38417
    • NSC41221
    • InChI=1/C4H5NO2/c6-3-1-2-4(7)5-3/h1-2H2,(H,5,6,7
    • 2,5dioxopyrrolidine
    • 5-21-09-00438 (Beilstein Handbook Reference)
    • NSC13114
    • 1BBF5533-77F1-4B20-96F3-0BB022C36CD3
    • Mercury, disuccinimido-
    • WLN: T5VMVTJ
    • NSC49152
    • UNII-10X90O3503
    • CHEMBL275661
    • NSC 11204
    • F1908-0169
    • 123-56-8
    • BRN 0108440
    • NSC-13114
    • NS00001653
    • Succinimide, Vetec(TM) reagent grade, 98%
    • D08532
    • Succinimide pharbiol
    • AKOS000118776
    • DB13376
    • MERCURIC SUCCINIMIDE
    • succinimide(butanimide)
    • DTXSID8051629
    • NSC38417
    • SUCCIMIDE
    • CAS-123-56-8
    • NSC-11204
    • AI3-08539
    • MFCD00005495
    • 10X90O3503
    • SUCCINIMIDE [MART.]
    • BP-21153
    • SUCCINIMIDE [WHO-DD]
    • FT-0658724
    • EN300-17963
    • C07273
    • NSC-49152
    • Q419430
    • Z57127349
    • EC 204-635-6
    • NSC-41221
    • Succinimide pharbiol (TN)
    • Tox21_303851
    • NCGC00357119-01
    • cis-succinimide
    • EINECS 204-635-6
    • DTXCID3030181
    • SUCCINIMIDE (MART.)
    • pyrroldine-2,5-dione
    • SUCCINIMIDE [MI]
    • BDBM7814
    • succinimid
    • NSC11204
    • CHEBI:9307
    • 2, mercury(2+) salt
    • Succinimide, mercury(2+) salt
    • 584-43-0
    • BB 0322715
    • HY-41877
    • CS-0019112
    • STL163344
    • 204-635-6
    • pyrrolidine-2,5-dione
    • MDL: MFCD00005495
    • Inchi: 1S/C4H5NO2/c6-3-1-2-4(7)5-3/h1-2H2,(H,5,6,7)
    • InChI Key: KZNICNPSHKQLFF-UHFFFAOYSA-N
    • SMILES: O=C1CCC(N1)=O
    • BRN: 108440

Computed Properties

  • Exact Mass: 99.03200
  • Monoisotopic Mass: 99.032
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 0
  • Complexity: 105
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 5
  • XLogP3: -1
  • Topological Polar Surface Area: 46.2A^2

Experimental Properties

  • Color/Form: White rhombic needle or sheet crystals. Almost odourless. It tastes sweet.
  • Density: 1.41
  • Melting Point: 124.0 to 127.0 deg-C
  • Boiling Point: 130°C/0.004mmHg(lit.)
  • Flash Point: 201 oC
  • Refractive Index: 1.4166 (estimate)
  • PH: 4-6 (200g/l, H2O)
  • Solubility: 330g/l
  • Water Partition Coefficient: Soluble in water and ethanol. Insoluble in ether and chloroform.
  • PSA: 46.17000
  • LogP: -0.24820
  • Sensitiveness: Sensitive to heat
  • pka: 9.6(at 25℃)
  • Merck: 8871
  • FEMA: 2057
  • Solubility: 1g of product is dissolved in 3ml cold water, 0.7ml boiling water, 24ml ethanol, 5ml ethanol at 60 ℃, but insoluble in ether and chloroform.
  • Vapor Pressure: 0.0±0.6 mmHg at 25°C

pyrrolidine-2,5-dione Security Information

pyrrolidine-2,5-dione Customs Data

  • HS CODE:2925190090
  • Customs Data:

    China Customs Code:

    2925190090

    Overview:

    2925190090 Other imides and their derivative salts. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2925190090 other imides and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

pyrrolidine-2,5-dione Pricemore >>

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pyrrolidine-2,5-dione Production Method

Production Method 1

Reaction Conditions
1.1 Solvents: Carbon tetrachloride ;  22 h, 25 °C
Reference
Monoanionic Quasi-Imido Ligands Based on 1-Methyl-4-iminopyridine and Complexes with the Main Group Elements Mg, Al, and Zn
Semeniuchenko, Volodymyr; et al, Organometallics, 2023, 42(9), 769-779

Production Method 2

Reaction Conditions
1.1 Solvents: Acetone ;  10 h, rt
Reference
K3PO4-catalyzed regiospecific aminobromination of β-nitrostyrene derivatives with acetamide and NBS
Chen, Zhanguo; Zhou, Jimei; Wang, Yun; Li, Wenli, Huaxue Xuebao, 2011, 69(23), 2851-2858

Production Method 3

Reaction Conditions
1.1 Catalysts: Iodine Solvents: Acetonitrile ;  12 h, 35 °C
1.2 Reagents: Sodium thiosulfate Solvents: Water
Reference
Mechanistic study on iodine-catalyzed aromatic bromination of aryl ethers by N-Bromosuccinimide
Pramanick, Pranab Kumar; et al, Tetrahedron, 2017, 73(50), 7105-7114

Production Method 4

Reaction Conditions
1.1 -
2.1 Catalysts: Iodine Solvents: Acetonitrile ;  12 h, 35 °C
2.2 Reagents: Sodium thiosulfate Solvents: Water
Reference
Mechanistic study on iodine-catalyzed aromatic bromination of aryl ethers by N-Bromosuccinimide
Pramanick, Pranab Kumar; et al, Tetrahedron, 2017, 73(50), 7105-7114

Production Method 5

Reaction Conditions
1.1 Solvents: Acetone ;  10 h, rt
Reference
Synthesis of 2-oxazolines from ethyl α-cyanocinnamate derivatives with acetamide and N-bromosuccinimide
Chen, Zhan-guo; Xia, Wei; Wen, Hua; Wang, Dan; Li, Ya-nan; et al, Chemical Research in Chinese Universities, 2013, 29(4), 699-705

pyrrolidine-2,5-dione Raw materials

pyrrolidine-2,5-dione Preparation Products

pyrrolidine-2,5-dione Suppliers

Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:123-56-8)Succinimide
Order Number:sfd10724;1613493
Stock Status:in Stock
Quantity:200kg/Company Customization
Purity:99.9%/98%
Pricing Information Last Updated:Friday, 19 July 2024 14:35
Price ($):discuss personally
Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:123-56-8)Succinimide, ≥ 98.0%
Order Number:LE16344;LE1613493
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:14
Price ($):discuss personally

pyrrolidine-2,5-dione Spectrogram

13C NMR
13C NMR
1H NMR 300 MHz DMSO
1H NMR

pyrrolidine-2,5-dione Related Literature

Additional information on pyrrolidine-2,5-dione

Exploring Pyrrolidine-2,5-dione (CAS No. 123-56-8): Properties, Applications, and Innovations

Pyrrolidine-2,5-dione, also known by its CAS number 123-56-8, is a cyclic organic compound with a five-membered ring structure containing two carbonyl groups. This versatile molecule has garnered significant attention in pharmaceutical, agrochemical, and material science research due to its unique reactivity and functional versatility. The compound's ketone-rich structure makes it a valuable intermediate in synthesizing complex molecules, particularly in drug discovery and specialty chemicals.

Recent advancements in green chemistry have highlighted pyrrolidine-2,5-dione derivatives as key building blocks for sustainable synthesis. Researchers are particularly interested in its role as a precursor for biodegradable polymers and bioactive compounds, aligning with global trends toward environmentally friendly materials. The compound's ability to participate in Michael addition reactions and cycloadditions makes it invaluable for creating novel molecular architectures.

In pharmaceutical applications, 123-56-8 serves as a core structure for developing neurologically active compounds. Its structural similarity to naturally occurring succinimide derivatives allows for interactions with biological targets, making it relevant for research into neuroprotective agents and enzyme inhibitors. Current studies explore its potential in addressing oxidative stress-related conditions, a hot topic in modern medicinal chemistry.

The material science community values pyrrolidine-2,5-dione for its role in developing advanced functional materials. Its incorporation into polymer backbones can impart unique thermal and mechanical properties, with applications ranging from flexible electronics to smart coatings. Recent patent literature reveals growing interest in using this compound to create self-healing materials, responding to the demand for more durable industrial products.

Analytical characterization of CAS 123-56-8 typically involves FT-IR spectroscopy (showing strong carbonyl stretches at ~1750 cm-1), NMR analysis (with characteristic proton signals between 2.5-3.5 ppm), and mass spectrometry. These techniques are crucial for quality control in industrial applications, especially when the compound serves as a pharmaceutical intermediate. Modern computational chemistry approaches are increasingly used to predict its reactivity patterns and optimize synthesis routes.

From a commercial perspective, pyrrolidine-2,5-dione manufacturers are responding to the need for high-purity grades suitable for sensitive applications. The compound's stability profile and solubility characteristics (moderately soluble in polar organic solvents but poorly soluble in water) make it suitable for various formulation needs. Recent market analyses indicate growing demand in the Asia-Pacific region, particularly for electronic materials and pharmaceutical intermediates.

Environmental and safety considerations for 123-56-8 follow standard organic compound handling protocols. While not classified as hazardous under current regulations, proper laboratory safety measures should always be observed during its handling and storage. The scientific community continues to investigate its ecological impact and degradation pathways, particularly in the context of green chemistry principles.

Future research directions for pyrrolidine-2,5-dione include exploring its potential in catalysis and energy storage applications. Preliminary studies suggest possible utility in organic batteries and redox flow systems, areas experiencing rapid growth due to renewable energy trends. Additionally, its derivatives show promise in molecular recognition systems, potentially useful for sensor technologies and separation processes.

The compound's versatility ensures its continued relevance across multiple disciplines. As synthetic methodologies advance and analytical techniques become more sophisticated, CAS 123-56-8 will likely find new applications in emerging technologies. Researchers and industrial users alike benefit from staying informed about the latest developments concerning this valuable chemical building block.

Recommended suppliers
Suzhou Senfeida Chemical Co., Ltd
(CAS:123-56-8)Succinimide
sfd10724;1613493
Purity:99.9%/98%
Quantity:200kg/Company Customization
Price ($):Inquiry/Inquiry
Email
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:123-56-8)Succinimide, ≥ 98.0%
LE16344;LE1613493
Purity:99%/99%
Quantity:25KG,200KG,1000KG/25KG,200KG,1000KG
Price ($):Inquiry/Inquiry
Email