N-[2-(hydroxyimino)cyclohexylidene]hydroxylamine

• ChemBase ID: 108257
• Molecular Formular: C6H10N2O2
• Molecular Mass: 142.1558
• Monoisotopic Mass: 142.07422757
• SMILES: O/N=C\1/CCCC/C1=N/O
• Canonical SMILES: O/N=C\1/CCCC/C1=N/O
• InChI: InChI=1S/C6H10N2O2/c9-7-5-3-1-2-4-6(5)8-10/h9-10H,1-4H2
• InChIKey: CUNNCKOPAWXYDX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2-(hydroxyimino)cyclohexylidene]hydroxylamine; N-[(1Z,2Z)-2-(hydroxyimino)cyclohexylidene]hydroxylamine
• IUPAC Traditional name: 1,2-cyclohexanedione, dioxime
• Synonyms: Nioxime; 1,2-Cyclohexanedione dioxime; 1,2-Cyclohexanedione dioxime; Nioxime; 1,2-CYCLOHEXANEDIONE DIOXIME; (1Z,2Z)-Cyclohexane-1,2-dione dioxime; 镍肟; 1,2-环己二酮二肟; 1,2-环己二酮二肟; 镍肟

Database IDs

• CAS Number: 492-99-9
• EC Number: 207-769-3
• MDL Number: MFCD00001663
• Beilstein Number: 1909047
• PubChem SID: 162095131; 24892303
• PubChem CID: 10300

CALCULATED PROPERTIES

• Acid pKa: 10.5133915
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.3518006
• LogD (pH = 7.4): 1.3514719
• Log P: 1.3518049
• Molar Refractivity: 36.6358 cm^3
• Polarizability: 13.942535 Å^3
• Polar Surface Area: 65.18 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 185-188 °C(lit.); 188-190 °C (dec.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (CHN); 96%; 97%
• Grade: purum p.a.
• Ignition Residue: ~0.5%
• Quality: for spectrophotometric det. of Fe, Ni
• Linear Formula: C6H8(=NOH)2
• Empirical Formula (Hill Notation): C6H10N2O2

DETAILS

MP Biomedicals - 05206702

MP Biomedicals Rare Chemical collection

Sigma Aldrich - C102008

Application
Forms complexes with Co, Fe and Ni.
Packaging
1, 10 g in glass bottle

Sigma Aldrich - 72530

Other Notes
Reagent for the spectrophotometric determination of Ni(II) and Re(VII), a review1