N-cyclohexylidenehydroxylamine

• ChemBase ID: 71585
• Molecular Formular: C6H11NO
• Molecular Mass: 113.15764
• Monoisotopic Mass: 113.08406398
• SMILES: N(=C1CCCCC1)O
• Canonical SMILES: ON=C1CCCCC1
• InChI: InChI=1S/C6H11NO/c8-7-6-4-2-1-3-5-6/h8H,1-5H2
• InChIKey: VEZUQRBDRNJBJY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-cyclohexylidenehydroxylamine
• IUPAC Traditional name: cyclohexanone oxime
• Synonyms: Cyclohexanone oxime; cyclohexan-1-one oxime; Cyclohexanone oxime; 环己酮肟

Database IDs

• CAS Number: 100-64-1
• EC Number: 202-874-0
• MDL Number: MFCD00001660
• Beilstein Number: 1616769
• PubChem SID: 24892305; 162037082
• PubChem CID: 7517

CALCULATED PROPERTIES

• Acid pKa: 11.959575
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.4951934
• LogD (pH = 7.4): 1.4976308
• Log P: 1.4976741
• Molar Refractivity: 32.0691 cm^3
• Polarizability: 12.472337 Å^3
• Polar Surface Area: 32.59 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 86-89 °C; 86-89 °C(lit.); 87-91°C
• Boiling Point: 206-210 °C(lit.); 206-210°C
• Flash Point: 100 °C; 103°C(217°F); 212 °F

Safety Information

• Storage Warning: IRRITANT
• RTECS: GW1925000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22
• Safety Statements: 36; 36/37/39
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301; H302
• GHS Precautionary statements: P264-P270-P301+P310-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (GC); 97%
• Grade: purum
• Linear Formula: C6H10(=NOH)

DETAILS

MP Biomedicals - 05211911

MP Biomedicals Rare Chemical collection

Sigma Aldrich - C102202

Packaging
100, 500 g in poly bottle
5 g in glass bottle

REFERENCES

• Reacts with dimethyl carbonate to give a 4-oxazolin-2-one derivative: J. Org. Chem., 58, 5765 (1993):
  
• Can be converted to nitrocyclohexane either indirectly via the chloronitroso intermediate, or in one step using sodium perborate in acetic acid: Synlett, 337 (1992).