4-(hydroxyimino)cyclohexa-2,5-dien-1-one

• ChemBase ID: 161273
• Molecular Formular: C6H5NO2
• Molecular Mass: 123.1094
• Monoisotopic Mass: 123.03202841
• SMILES: C1=C/C(=N/O)/C=CC1=O
• Canonical SMILES: O/N=C/1\C=CC(=O)C=C1
• InChI: InChI=1S/C6H5NO2/c8-6-3-1-5(7-9)2-4-6/h1-4,9H
• InChIKey: KMGMCLWJFCGWFI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(hydroxyimino)cyclohexa-2,5-dien-1-one
• IUPAC Traditional name: P-benzoquinone oxime
• Synonyms: 2,5-Cyclohexadiene-1,4-dione 1-Oxime; 1,4-Benzoquinone 4-Oxime; Quinone Monooxime; NSC 239647; 4-Benzoquinone Monoxime

Database IDs

• CAS Number: 637-62-7
• PubChem SID: 162255408
• PubChem CID: 7729

CALCULATED PROPERTIES

• Acid pKa: 8.2593565
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.0328416
• LogD (pH = 7.4): 0.9776109
• Log P: 1.0335937
• Molar Refractivity: 34.8505 cm^3
• Polarizability: 12.086052 Å^3
• Polar Surface Area: 49.66 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - B206610

Reagent used to prepare poly-substituted benzenes.

REFERENCES

• Grady, R., et al.: J. Cell. Biochem., 25, 15 (1984)
• Powis, G., et al.: Cancer Res., 47, 2363 (1984)
• Zeiger, E., et al.: Environ. Mol. Mut., 11, 1 (1984)