2,6-dichloro-1-fluoropyridin-1-ium trifluoromethanesulfonate

• ChemBase ID: 7058
• Molecular Formular: C6H3Cl2F4NO3S
• Molecular Mass: 316.0575328
• Monoisotopic Mass: 314.9146822
• SMILES: c1c([n+](c(cc1)Cl)F)Cl.C(S(=O)(=O)[O-])(F)(F)F
• Canonical SMILES: [O-]S(=O)(=O)C(F)(F)F.F[n+]1c(Cl)cccc1Cl
• InChI: InChI=1S/C5H3Cl2FN.CHF3O3S/c6-4-2-1-3-5(7)9(4)8;2-1(3,4)8(5,6)7/h1-3H;(H,5,6,7)/q+1;/p-1
• InChIKey: KDFRVNARKRKXQQ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-dichloro-1-fluoropyridin-1-ium trifluoromethanesulfonate
• IUPAC Traditional name: 2,6-dichloro-1-fluoropyridin-1-ium triflate
• Synonyms: 1-Fluoro-2,6-dichloropyridinium triflate; 1-Fluoro-2,6-dichloropyridinium triflate; 2,6-Dichloro-1-fluoropyridinium triflate; N-Fluoro-2,6-dichloropyridinium triflate 97%; 2,6-Dichloro-1-fluoropyridin-1-iuM trifluoroMethanesulfonate

Database IDs

• CAS Number: 130433-68-0
• MDL Number: MFCD00191438
• PubChem SID: 160970365
• PubChem CID: 2737311

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): -0.916995
• LogD (pH = 7.4): -0.916995
• Log P: -0.916995
• Molar Refractivity: 36.8836 cm^3
• Polarizability: 13.579012 Å^3
• Polar Surface Area: 3.88 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 121-126 °C; 151-153°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Corrosive (C)
• German water hazard class: 3
• Risk Statements: 35
• Safety Statements: 26-36/37/39-45
• TSCA Listed: false
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C6H3Cl2F4NO3S

DETAILS

Sigma Aldrich - 738123

Packaging
500 mg in glass bottle
Application

• Used in the fluorination of various organic compounds1
• Fluoropyridinium triflates are versatile reagents for transformation of thioglycosides into ο-glycoside, glycosyl azide and sulfoxide2
• Electrolytic partial fluorination and diastereoselective anodic fluorination3
• Regioselective, electrochemical fluorination4
• Fluorination of alkenes with N-F type of reagents5