4-(benzyloxy)-1,2-dihydropyridin-2-one

• ChemBase ID: 67906
• Molecular Formular: C12H11NO2
• Molecular Mass: 201.22124
• Monoisotopic Mass: 201.0789786
• SMILES: c1(=O)cc(cc[nH]1)OCc1ccccc1
• Canonical SMILES: O=c1[nH]ccc(c1)OCc1ccccc1
• InChI: InChI=1S/C12H11NO2/c14-12-8-11(6-7-13-12)15-9-10-4-2-1-3-5-10/h1-8H,9H2,(H,13,14)
• InChIKey: DOVNUEPFPBWTSV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(benzyloxy)-1,2-dihydropyridin-2-one
• IUPAC Traditional name: 4-(benzyloxy)-1H-pyridin-2-one
• Synonyms: 4-Benzyloxy-2-(1H)-pyridone; 4-Benzyloxy-2(1H)-pyridone; 4-苄氧基-2(1H)-吡啶酮

Database IDs

• CAS Number: 53937-02-3
• MDL Number: MFCD00191783; MFCD04039771
• PubChem SID: 162033641; 24865539
• PubChem CID: 3607724

CALCULATED PROPERTIES

• Acid pKa: 11.213216
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.4551481
• LogD (pH = 7.4): 1.4550897
• Log P: 1.4551488
• Molar Refractivity: 59.3014 cm^3
• Polarizability: 22.059961 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 201-203 °C(lit.)

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 97%; 99%
• Empirical Formula (Hill Notation): C12H11NO2

DETAILS

Sigma Aldrich - 410616

Application
Alkylation of the pyridine nitrogen can be effected under mild, anhydrous conditions with n-Bu4I and KOBu-t.1
Packaging
1, 5 g in glass bottle