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CAS RN: 878376-35-3 | Product Number: P2398

Pyridine-2-sulfonyl Fluoride


Purity: >98.0%(GC)(T)
Synonyms:
  • PyFluor
Product Documents:
5G
€188.00
1   ≥40 

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Product Number P2398
Purity / Analysis Method >98.0%(GC)(T)
Molecular Formula / Molecular Weight C__5H__4FNO__2S = 161.15 
Physical State (20 deg.C) Solid
Storage Temperature Refrigerated (0-10°C)
Store Under Inert Gas Store under inert gas
Condition to Avoid Moisture Sensitive,Heat Sensitive
CAS RN 878376-35-3
Reaxys Registry Number 10151877
PubChem Substance ID 354333991
MDL Number

MFCD09265513

Specifications
Appearance White to Almost white powder to lump
Purity(GC) min. 98.0 %
Purity(Neutralization titration) min. 98.0 %
NMR confirm to structure
Properties (reference)
Melting Point 26 °C
Flash point 96 °C
GHS
Pictogram Pictogram
Signal Word Danger
Hazard Statements H314 : Causes severe skin burns and eye damage.
H290 : May be corrosive to metals.
Precautionary Statements P260 : Do not breathe dust.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection/ hearing protection.
P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water.
P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor.
P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor.
Related Laws:
Transport Information:
UN Number UN3261
Class 8
Packing Group II
HS Number 2933399990
Application
TCI Practical Example: Fluorination of an Alcohol Using PyFluor

TCI Practical Example: Fluorination of an Alcohol Using PyFluor

Used Chemicals

Procedure

A solution of PyFluor (513 mg, 3.19 mmol) in dry toluene (3.6 mL) was added to a solution of 2,3-O-isopropylidene-D-ribonic γ-lactone (500 mg, 2.66 mmol) and DBU (0.79 mL, 5.31 mmol) in toluene (3.0 mL) at 0 °C, and the solution was stirred at room temperature for one day. The reaction mixture was quenched with water (10 mL) and the aqueous layer was extracted with ethyl acetate (3 x 5 mL). The combined organic layer was washed with sat. NH4Cl aq. and brine, dried over anhydrous sodium sulfate and filtered. The solvent was removed under reduced pressure and the residue was purified by column chromatography (ethyl acetate:hexane = 0:100 - 15:85 on silica gel) to give the fluorinated compound 1 as a white solid (309 mg, 61% yield.).

Experimenter’s Comments

The reaction mixture was monitored by TLC (ethyl acetate:hexane = 1:2, Rf = 0.33).
It was easy to weigh PyFluor after melting PyFluor by heating with hot water bath because the melting point is 26 °C.

Analytical Data

Fluorinated Compound 1

1H NMR (270 MHz, DMSO-d6); δ 4.94-4.74 (m, 4H), 4.64 (ddd, J = 3.0, 10.8, 27.8 Hz, 1H), 1.37 (s, 3H), 1.33 (s, 3H).

Lead Reference


Application
PyFluor: A Stable Deoxyfluorinating Agent

Experimental procedure: A vial is charged sequentially with substrate (1.0 mmol), toluene (1 mL, 1.0 mol/L), PyFluor (177 mg, 1.1 eq.), and DBU (300 µL, 2 eq.). PyFluor is dispensed as a liquid (m.p. 23 – 26 °C). The mixture is stirred at room temperature for 48 hours under ambient atmosphere. Occasionally, an exotherm is observed following addition of base, corresponding to sulfonate ester formation. Reaction progress is accompanied by formation of pale yellow to dark orange precipitates. Products are isolated by column chromatography.

References


PubMed Literature


Articles/Brochures

Product Documents (Note: Some products will not have analytical charts available.)
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