2,5-dibromo-3,6-dihydroxycyclohexa-2,5-diene-1,4-dione

• ChemBase ID: 121941
• Molecular Formular: C6H2Br2O4
• Molecular Mass: 297.88568
• Monoisotopic Mass: 295.83198254
• SMILES: C1(=C(C(=O)C(=C(C1=O)O)Br)O)Br
• Canonical SMILES: OC1=C(Br)C(=O)C(=C(C1=O)Br)O
• InChI: InChI=1S/C6H2Br2O4/c7-1-3(9)5(11)2(8)6(12)4(1)10/h9,12H
• InChIKey: GMZWPTALVQRAFV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dibromo-3,6-dihydroxycyclohexa-2,5-diene-1,4-dione
• IUPAC Traditional name: 2,5-dibromo-3,6-dihydroxycyclohexa-2,5-diene-1,4-dione
• Synonyms: 2,5-dibromo-3,6-dihydroxycyclohexa-2,5-diene-1,4-dione; 2,5-Dibromo-3,6-dihydroxy-2,5-cyclohexadiene-1,4-dione; 2,5-Dibromo-3,6-dihydroxy-p-benzoquinone; 2,5-Dibromo-3,6-dihydroxyquinone; 2,5-Dihydroxy-3,6-dibromo-1,4-benzoquinone; NSC 36928; Bromanilic Acid

Database IDs

• CAS Number: 4370-59-6
• PubChem SID: 162216294
• PubChem CID: 78078

CALCULATED PROPERTIES

• LogD (pH = 7.4): -1.1507925
• Log P: 1.094119
• Molar Refractivity: 50.1822 cm^3
• Polarizability: 18.30498 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 5.138138
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.5757754

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Reddish-Orange Solid
• Melting Point: >255°C (dec.)

Safety Information

• Storage Condition: Amber Vial, Refrigerator

DETAILS

Toronto Research Chemicals - B678405

A benzoquinone derivative that acts as an electron acceptor in cationic polymerization.

REFERENCES

• Heublein, G, et al.: Acta Polymerica, 33, 509 (1982)