(6E)-6-(hydroxyimino)-2H,5H,6H,7H-indeno[5,6-d][1,3]dioxol-5-one

• ChemBase ID: 171586
• Molecular Formular: C10H7NO4
• Molecular Mass: 205.16688
• Monoisotopic Mass: 205.03750771
• SMILES: c12c(cc3c(c1)C(=O)/C(=N/O)/C3)OCO2
• Canonical SMILES: O/N=C/1\Cc2c(C1=O)cc1c(c2)OCO1
• InChI: InChI=1S/C10H7NO4/c12-10-6-3-9-8(14-4-15-9)2-5(6)1-7(10)11-13/h2-3,13H,1,4H2/b11-7+
• InChIKey: MOASMPMCEFUTPH-YRNVUSSQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6E)-6-(hydroxyimino)-2H,5H,6H,7H-indeno[5,6-d][1,3]dioxol-5-one
• IUPAC Traditional name: (6E)-6-(hydroxyimino)-2H,7H-indeno[5,6-d][1,3]dioxol-5-one
• Synonyms: 5H-Indeno[5,6-d]-1,3-dioxole-5,6(7H)-dione 6-Oxime

Database IDs

• CAS Number: 38489-93-9
• PubChem SID: 164227496
• PubChem CID: 53348467

CALCULATED PROPERTIES

• Acid pKa: 9.143428
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.313822
• LogD (pH = 7.4): 1.3061824
• Log P: 1.3139203
• Molar Refractivity: 50.0593 cm^3
• Polarizability: 19.142965 Å^3
• Polar Surface Area: 68.12 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Pale Yellow Solid
• Melting Point: 201-204°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - I510930

5H-Indeno[5,6-d]-1,3-dioxole-5,6(7H)-dione 6-oxime can be used in the preparation of nonneurotoxic tetralin, indan analogues and in the total synthesis of Papilistatin. Papilistatin is a unique phenanthrene-1,10-dicarboxylic acid having good anticancer a

REFERENCES

• David, E., et al.: J. Med. Chem., 33, 703 (1990)
• Pettit, G., et al.: J. Nat. Prod.,73, 164 (1990)
• Wang, K., et al.: J. Agric. Food Chem., 58, 2703 (1990)