pyridin-1-ium-1-olate

• ChemBase ID: 76879
• Molecular Formular: C5H5NO
• Molecular Mass: 95.0993
• Monoisotopic Mass: 95.03711379
• SMILES: [n+]1(ccccc1)[O-]
• Canonical SMILES: [O-][n+]1ccccc1
• InChI: InChI=1S/C5H5NO/c7-6-4-2-1-3-5-6/h1-5H
• InChIKey: ILVXOBCQQYKLDS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pyridin-1-ium-1-olate
• IUPAC Traditional name: pyridine N-oxide; pyridine-N-oxide
• Synonyms: Pyridine N-oxide; pyridine-1-oxide; Pyridine-N-oxide; Pyridine N-oxide; N-氧化吡啶; 吡啶 N-氧化物

Database IDs

• CAS Number: 694-59-7
• EC Number: 211-774-6
• MDL Number: MFCD00006194
• Beilstein Number: 105257
• Merck Index: 147972
• PubChem SID: 162041781; 24888050; 24848028
• PubChem CID: 12753
• CHEBI ID: 29136
• Chemspider ID: 12229
• Wikipedia Title: Pyridine-N-oxide

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -0.5046024
• LogD (pH = 7.4): -0.5045838
• Log P: -0.50458354
• Molar Refractivity: 27.2134 cm^3
• Polarizability: 9.890339 Å^3
• Polar Surface Area: 26.94 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: high in water
• Apperance: colourless solid; white to light yellow solid
• Melting Point: 61-66°C; 62-67 °C; 62-67 °C(lit.); 65–66 °C
• Boiling Point: 270 °C(lit.); 270°C; 270°C
• Flash Point: 143 °C; 143°C(289°F); 289.4 °F
• pKa: 0.8 (of conjugate acid)

Safety Information

• Storage Warning: Hygroscopic; Irritant/Very Hygroscopic/Store under Nitrogen
• RTECS: UT6410000
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; 36/37/38
• Safety Statements: 26; 26-36/37
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H315-H319-H335; H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (NT); 95%; 99%
• Grade: purum
• Impurities: ≤2% water
• Empirical Formula (Hill Notation): C5H5NO

DETAILS

Sigma Aldrich - 131652

Packaging
25, 100 g in glass bottle

REFERENCES

• Mild oxidant for conversion of unactivated alkyl halides to aldehydes or ketones: J. Org. Chem., 22, 1135 (1957); 35, 244 (1970); Tetrahedron, 33, 1845 (1977). Substituted acetic acids and their anhydrides: J. Org. Chem., 38, 3737 (1973), as well as ɑ-bromo and ɑ-chloro acids: J. Org. Chem., 31, 3058 (1966); J. Am. Chem. Soc., 89, 4968 (1967), can undergo oxidative decarboxylation to aldehydes and ketones.