N-(1-phenylethylidene)hydroxylamine

• ChemBase ID: 81774
• Molecular Formular: C8H9NO
• Molecular Mass: 135.16316
• Monoisotopic Mass: 135.06841391
• SMILES: N(=C(\c1ccccc1)/C)/O
• Canonical SMILES: O/N=C(/c1ccccc1)\C
• InChI: InChI=1S/C8H9NO/c1-7(9-10)8-5-3-2-4-6-8/h2-6,10H,1H3
• InChIKey: JHNRZXQVBKRYKN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(1-phenylethylidene)hydroxylamine; (E)-N-(1-phenylethylidene)hydroxylamine
• IUPAC Traditional name: ethanone, 1-phenyl-, oxime
• Synonyms: 1-phenylethan-1-one oxime; Acetophenone oxime; Methyl phenyl ketoxime; 苯乙酮肟

Database IDs

• CAS Number: 613-91-2
• EC Number: 210-360-2
• MDL Number: MFCD00013931
• Beilstein Number: 1562059
• PubChem SID: 24883415; 162068893
• PubChem CID: 5464950

CALCULATED PROPERTIES

• Acid pKa: 9.065979
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.5393531
• LogD (pH = 7.4): 1.5311294
• Log P: 1.5403731
• Molar Refractivity: 40.2825 cm^3
• Polarizability: 15.418592 Å^3
• Polar Surface Area: 32.59 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 55-60 °C(lit.); 58-60°C
• Boiling Point: 118-120 °C/20 mmHg(lit.); 118-120°C/20mm
• Density: 1.11 g/mL at 25 °C(lit.)

Safety Information

• Storage Warning: Air & Moisture Sensitive
• RTECS: AM9654000
• European Hazard Symbols: Toxic (T); X
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22; 25-41
• Safety Statements: 26-39; 36
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302; H302-H318
• GHS Precautionary statements: P264-P270-P301+P312-P330-P501A; P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: -20°C

Product Information

• Purity: 95%; 98%
• Empirical Formula (Hill Notation): C8H9NO

DETAILS

Sigma Aldrich - 647659

Packaging
5, 25 g in glass bottle

REFERENCES

• The dianion (n-BuLi) reacts to form heterocycles with electrophiles, e.g. methyl benzoate (or benzonitrile), CO₂ or benzophenone: J. Org. Chem.,35, 1806 (1970); J. Chem. Soc. (C), 974 (1971); J. Heterocycl. Chem., 13, 449 (1976), respectively: