3-[2,5-dioxo-3-(propan-2-yl)-2,5-dihydro-1H-pyrrol-1-yl]propanoic acid

• ChemBase ID: 127385
• Molecular Formular: C10H13NO4
• Molecular Mass: 211.21452
• Monoisotopic Mass: 211.0844579
• SMILES: CC(C)C1=CC(=O)N(C1=O)CCC(=O)O
• Canonical SMILES: OC(=O)CCN1C(=O)C=C(C1=O)C(C)C
• InChI: InChI=1S/C10H13NO4/c1-6(2)7-5-8(12)11(10(7)15)4-3-9(13)14/h5-6H,3-4H2,1-2H3,(H,13,14)
• InChIKey: UWAZSQUZHSRNTR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[2,5-dioxo-3-(propan-2-yl)-2,5-dihydro-1H-pyrrol-1-yl]propanoic acid
• IUPAC Systematic name: 3-(3-isopropyl-2,5-dioxo-pyrrol-1-yl)propanoic acid
• IUPAC Traditional name: farinomalein
• Synonyms: 2,5-dihydro-3-(1-methylethyl)-2,5-dioxo-1H-pyrrole-1-propanoic acid; Farinomalein

Database IDs

• CAS Number: 1175521-35-3
• PubChem SID: 162221706
• PubChem CID: 44254797
• CHEBI ID: 718704
• Chemspider ID: 24674945
• Wikipedia Title: Farinomalein

CALCULATED PROPERTIES

• Acid pKa: 4.2509336
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.84069765
• LogD (pH = 7.4): -2.5682552
• Log P: 0.42990744
• Molar Refractivity: 52.5388 cm^3
• Polarizability: 20.07729 Å^3
• Polar Surface Area: 74.68 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: CH₂Cl₂, acetone, toluene, CH₃OH
• Apperance: White powder
• Melting Point: 75-77 °C
• Boiling Point: 384.6°C (Calculated ACD/Labs)
• Flash Point: 186.4°C (ACD/Labs)
• Density: 1.281 (ACD/Labs)
• Vapor Pressure: 0 mmHg (25°C)
• Partition Coefficient: 1.34 (ACD/Labs)

Safety Information

• Risk Statements: R43
• Safety Statements: S22, S24, S37, S61.