1-hydroxy-2,5-dihydro-1H-pyrrole-2,5-dione

• ChemBase ID: 83975
• Molecular Formular: C4H3NO3
• Molecular Mass: 113.07152
• Monoisotopic Mass: 113.01129296
• SMILES: N1(C(=O)C=CC1=O)O
• Canonical SMILES: ON1C(=O)C=CC1=O
• InChI: InChI=1S/C4H3NO3/c6-3-1-2-4(7)5(3)8/h1-2,8H
• InChIKey: BUXKULRFRATXSI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-hydroxy-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 1-hydroxypyrrole-2,5-dione
• Synonyms: 1-hydroxy-2,5-dihydro-1H-pyrrole-2,5-dione; N-Hydroxymaleimide; N-Hydroxymaleamine; 1-Hydroxy-2,5-dihydro-1H-pyrrole-2,5-dione; N-Hydroxymaleimide; N-羟基马来酰亚胺

Database IDs

• CAS Number: 4814-74-8
• EC Number: 225-385-4
• MDL Number: MFCD00005501
• Beilstein Number: 1524594
• PubChem SID: 24853562; 24879170; 162071091
• PubChem CID: 78535

CALCULATED PROPERTIES

• Acid pKa: 7.446524
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.64394844
• LogD (pH = 7.4): -0.9158384
• Log P: -0.63908464
• Molar Refractivity: 25.116 cm^3
• Polarizability: 9.209734 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 130-133 °C; 130-133 °C (dec.)(lit.); 130-133°C

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 3
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 3

Product Information

• Purity: ≥97.0% (HPLC); 97%
• Grade: purum
• Empirical Formula (Hill Notation): C4H3NO3

DETAILS

Sigma Aldrich - 226351

Packaging
1 g in glass bottle

Sigma Aldrich - 55510

Other Notes
Reagent for the preparation of N-hydroxysuccinimid ester polymers via polymerizable active esters1,2