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

• ChemBase ID: 87031
• Molecular Formular: C10H7NO2
• Molecular Mass: 173.16808
• Monoisotopic Mass: 173.04767847
• SMILES: N1(c2ccccc2)C(=O)C=CC1=O
• Canonical SMILES: O=C1C=CC(=O)N1c1ccccc1
• InChI: InChI=1S/C10H7NO2/c12-9-6-7-10(13)11(9)8-4-2-1-3-5-8/h1-7H
• InChIKey: HIDBROSJWZYGSZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-phenyl-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 1-phenylpyrrole-2,5-dione
• Synonyms: 1-Phenyl-1H-pyrrole-2,5-dione; N-Phenylmaleimide; N-Phenylmaleimide; 1-phenyl-2,5-dihydro-1H-pyrrole-2,5-dione; N-苯基马来酰亚胺

Database IDs

• CAS Number: 941-69-5
• EC Number: 213-382-0
• MDL Number: MFCD00005502
• Beilstein Number: 125098
• Merck Index: 147299
• PubChem SID: 162074147; 24898352; 24887368
• PubChem CID: 13662

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.2457308
• LogD (pH = 7.4): 1.2457316
• Log P: 1.2457316
• Molar Refractivity: 48.0257 cm^3
• Polarizability: 17.989609 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 85-87 °C(lit.); 85-87°C; 87-91°C; 88-90°C; 89-90 °C
• Boiling Point: 162-163 °C/12 mmHg(lit.); 162-163°C @ 12 mm; 162-163°C/12mm; 162-163°C/12mm
• Flash Point: 152 °C; 305.6 °F

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Toxic/Moisture Sensitive/Store under Argon
• RTECS: ON5950000
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 2811; UN2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Australian Hazchem: 2X
• Risk Statements: 25-36; 25-38-41-43-50; R:25
• Safety Statements: 26-36/37-39-45-61; 26-36-45; S:28-29-36/37/39-45
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS06; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H317-H318-H400; H301-H319
• GHS Precautionary statements: P273-P280-P301 + P310-P305 + P351 + P338; P280-P301+P310-P305+P351+P338-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: ≥98.0% (HPLC); 97%; 97-98%; 98%; 98+%
• Empirical Formula (Hill Notation): C10H7NO2

DETAILS

MP Biomedicals - 02102636

Crystalline
Purity: 97-98%
Sulfhydryl inhibitor

MP Biomedicals - 05216660

MP Biomedicals Rare Chemical collection

Sigma Aldrich - P27100

Packaging
25, 100 g in poly bottle

REFERENCES

• Used as a dipolarophile in 1,3-cycloaddition reaction with a nitrone, generated in situ: Org. Synth. Coll., 5, 957 (1973). Traps stereoselectively the small proportion of azomethine ylide in equilibrium with the imines of ɑ-amino acids: Tetrahedron, 44, 1523 (1988):
  
• 1,3-Dipoles can also be generated by F^- induced elimination: Org. Synth. Coll., 8, 231 (1993):
  
• Dienophile useful for the preparation of crystalline adducts of dienes.