3-bromo-4-(dibromomethyl)-5-hydroxy-2,5-dihydrofuran-2-one

• ChemBase ID: 162821
• Molecular Formular: C5H3Br3O3
• Molecular Mass: 350.78752
• Monoisotopic Mass: 347.76322996
• SMILES: C1(=C(C(OC1=O)O)C(Br)Br)Br
• Canonical SMILES: BrC(C1=C(Br)C(=O)OC1O)Br
• InChI: InChI=1S/C5H3Br3O3/c6-2-1(3(7)8)4(9)11-5(2)10/h3-4,9H
• InChIKey: FAPCZAUMFXUDMS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromo-4-(dibromomethyl)-5-hydroxy-2,5-dihydrofuran-2-one
• IUPAC Traditional name: 3-bromo-4-(dibromomethyl)-5-hydroxy-5H-furan-2-one
• Synonyms: BMX 3; 3-Bromo-4-(dibromomethyl)-5-hydroxy-2(5H)-furanone

Database IDs

• CAS Number: 132059-53-1
• PubChem SID: 162256956
• PubChem CID: 154418

CALCULATED PROPERTIES

• Acid pKa: 11.514091
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.2445492
• LogD (pH = 7.4): 1.2445163
• Log P: 1.2445496
• Molar Refractivity: 49.6816 cm^3
• Polarizability: 19.816532 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Pale Yellow Solid
• Melting Point: 64-66°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - B683300

A brominated analog of the highly mutagenic drinking water micropollutant MX (C365665). Carcinogenic.

REFERENCES

• Hakulinen, P., et al.: Toxicol. Lett., 151, 439 (2004)
• Richardson, S., et al.: Mutat. Res., 636, 178 (2004)
• Kim, J., et al.: Environ. Toxicol., 23, 319 (2004)