2-(benzyloxy)-1-methylpyridin-1-ium trifluoromethanesulfonate

• ChemBase ID: 141327
• Molecular Formular: C14H14F3NO4S
• Molecular Mass: 349.3254696
• Monoisotopic Mass: 349.05956359
• SMILES: C[n+]1ccccc1OCc1ccccc1.C(F)(F)(F)S(=O)(=O)[O-]
• Canonical SMILES: [O-]S(=O)(=O)C(F)(F)F.C[n+]1ccccc1OCc1ccccc1
• InChI: InChI=1S/C13H14NO.CHF3O3S/c1-14-10-6-5-9-13(14)15-11-12-7-3-2-4-8-12;2-1(3,4)8(5,6)7/h2-10H,11H2,1H3;(H,5,6,7)/q+1;/p-1
• InChIKey: DUXHYQYOPHEFGC-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(benzyloxy)-1-methylpyridin-1-ium trifluoromethanesulfonate
• IUPAC Traditional name: 2-(benzyloxy)-1-methylpyridin-1-ium triflate
• Synonyms: Bn-OPT; Dudley Reagent; 2-Benzyloxy-1-methylpyridinium triflate; Dudley 试剂; 2-苄氧基-1-甲基吡啶三氟甲磺酸盐

Database IDs

• CAS Number: 882980-43-0
• MDL Number: MFCD09265129
• PubChem SID: 162235561; 24885507
• PubChem CID: 11566456

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -1.5317022
• LogD (pH = 7.4): -1.5317022
• Log P: -1.5317022
• Molar Refractivity: 60.3856 cm^3
• Polarizability: 23.574244 Å^3
• Polar Surface Area: 13.11 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 85-91 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-37/38-41
• Safety Statements: 26-36/37/39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 96%
• Empirical Formula (Hill Notation): C14H14F3NO4S

DETAILS

Sigma Aldrich - 679674

Packaging
1, 5 g in glass bottle
Legal Information
Sold under license from FSURF, US patent 7,754,909 and related patents apply. Label license, without restriction to scale, is granted to end-user upon purchase.
Application
Dudley Reagents
• Novel reagent for benzyl protection of alcohols under neutral conditions.1,2 Promotes selective formation of benzyl esters of carboxylic acids in presence of triethylamine.3