4-bromo-5-(bromomethylidene)-2,5-dihydrofuran-2-one

• ChemBase ID: 154594
• Molecular Formular: C5H2Br2O2
• Molecular Mass: 253.87618
• Monoisotopic Mass: 251.8421533
• SMILES: C1=C(/C(=C\Br)/OC1=O)Br
• Canonical SMILES: Br/C=C\1/OC(=O)C=C1Br
• InChI: InChI=1S/C5H2Br2O2/c6-2-4-3(7)1-5(8)9-4/h1-2H
• InChIKey: DPGLBHQUHFJRJS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-bromo-5-(bromomethylidene)-2,5-dihydrofuran-2-one
• IUPAC Traditional name: 4-bromo-5-(bromomethylidene)furan-2-one
• Synonyms: Furanone C-30; (Z-)-4-Bromo-5-(bromomethylene)-2(5H)-furanone

Database IDs

• CAS Number: 247167-54-0
• MDL Number: MFCD16875408
• Beilstein Number: 120928
• PubChem SID: 162248732
• PubChem CID: 9881496

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.640198
• LogD (pH = 7.4): 1.640198
• Log P: 1.640198
• Molar Refractivity: 41.1639 cm^3
• Polarizability: 15.600635 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥97.0% (GC); 97.0-103.0% (T)
• Empirical Formula (Hill Notation): C5H2Br2O2

DETAILS

Sigma Aldrich - 53796

Biochem/physiol Actions
The synthetic furanones C30 interfered with the actions of acyl-HSL molecules and inhibited gene expression regulated by quorum-sensing systems in P. aeruginosa1.