pyrrolidine-2,5-dione

• ChemBase ID: 102763
• Molecular Formular: C4H5NO2
• Molecular Mass: 99.088
• Monoisotopic Mass: 99.03202841
• SMILES: O=C1CCC(=O)N1
• Canonical SMILES: O=C1CCC(=O)N1
• InChI: InChI=1S/C4H5NO2/c6-3-1-2-4(7)5-3/h1-2H2,(H,5,6,7)
• InChIKey: KZNICNPSHKQLFF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pyrrolidine-2,5-dione
• IUPAC Traditional name: succinimide
• Synonyms: Succinimide; Succinic acid imide; Succinimide; pyrrolidine-2,5-dione; 2,5-Pyrrolidinedione; SUCCINIMIDE; Butanimide; 2,5-吡咯烷二酮; 丁二酰亚胺; 琥珀酰亚胺

Database IDs

• CAS Number: 123-56-8
• EC Number: 204-635-6
• MDL Number: MFCD00005495
• Beilstein Number: 108440
• Merck Index: 148871
• PubChem SID: 162090205; 24899836
• PubChem CID: 11439
• CHEBI ID: 9307
• ATC CODE: G04BX10
• CHEMBL: 275661
• Chemspider ID: 10955
• Unique Ingredient Identifier: 10X90O3503
• Wikipedia Title: Succinimide

CALCULATED PROPERTIES

• Acid pKa: 9.896564
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.9934888
• LogD (pH = 7.4): -0.9948378
• Log P: -0.99347156
• Molar Refractivity: 22.2814 cm^3
• Polarizability: 8.751042 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 1 g/3 mL in water
• Apperance: White crystalline powder
• Melting Point: 121-126°C; 123-125 °C; 123-125 °C(lit.); 123-125°C; 123-126°C; 125 - 127°C
• Boiling Point: 285-290 °C(lit.); 287 - 289°C; 287°C; 287-288°C
• Flash Point: 201°C(393°F)
• Density: 1.41 g/cm^3; 1.41 g/ml; 1.410
• pKa: 9.5

Safety Information

• Storage Condition: 2-8°C
• RTECS: WN2200000
• German water hazard class: 2
• Safety Statements: R S24/25 S28 S37 S45
• TSCA Listed: 是
• Main Hazard: Irritant; Slightly Flammable
• LD50: 14 g/kg (rat, oral)
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ~99%; ≥98.0% (NT); 98%; 98+%
• Grade: purum
• Empirical Formula (Hill Notation): C4H5NO2

DETAILS

MP Biomedicals - 02102973

Crystalline
Purity: ~99%

MP Biomedicals - 05218916

MP Biomedicals Rare Chemical collection

Sigma Aldrich - S9381

包装
500 g in poly bottle

REFERENCES

• With the cycloalkenylation agent (1-Ethoxycarbonylcyclopropyl)triphenylphosphonium tetrafluoroborate, A18305, gives a bridgehead lactam (pyrrolizinone) which is an intermediate in a diastereoselective synthesis of (±)-isoretronecanol: Liebigs Ann. Chem., 521 (1983):