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Deoxo-Fluor™  
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Deoxo-Fluor™

 

Deoxo-Fluor™ Fluorinating Reagent

The Deoxo-FluorTM reagent is a versatile, easy-to-use, nucleophilic fluorinating reagent with enhanced safety features. It rapidly "deoxofluorinates" a wide variety of alcohols, aldehydes, and ketones under mild conditions to yield the corresponding fluorinated compounds with high efficiency and selectivity. Deoxo-FluorTM is thermally less sensitive than DAST, the traditional deoxofluorinating agent and is thus more amenable to large-scale use. See Summary of Applications and Thermal Stability Data.

Deoxo-Fluor chemical structure
  • Highly selective
  • Cost efficient
  • Easy to use; Enhanced safety
  • Stable liquid
  • Converts C-O to C-F

Summary of Properties and Special Features

Physical Properties

Molecular Formula   (CH3OCH2CH2)2NSF3
Molecular Weight   221.23 g/mol
Appearance   Dark Yellow Liquid at Room Temp.
Melting Point   Not Determined
Boiling Point   60 °C (10mm/Hg)
Flash Point   No Flash Observed up to 100 °C
Density   1.2 g/mL

Chemical Properties

Reactivity   Alcohols, Aldehydes, and Ketones
Reacts violently with H2O to form HF
Activity for C-OH   85.9 g of F/Kg of Deoxo-FluorTM
4.5 mmol of F/g of Deoxo-FluorTM
C=O   171.8g of F/Kg of Deoxo-FluorTM
9.0 mmol of F/G of Deoxo-FluorTM
Purity   >95% F-Active
Solubility   Hexane, Ethers, Halogenated Organics, Toluene, and other common organic solvents
Compatibility   Stainless Steel, Hastelloy, Monel, (glass not recommended)
Stability   Stable at room temperature in the absence of moisture
Decomposition   >95 °C by ARC

Safety Precautions

Storage   For long-term storage, refrigerate and store under nitrogen
Handling   Work in an inert, anhydrous atmosphere
Precautions   Harmful if swallowed, inhaled, or absorbed through the skin
First Aid Measures   Flush eyes and skin with copious amounts of water for at least 15 minutes. Contact a physician

Summary of Fluorination Applications of Deoxo-FluorTM

Note: The information is in PDF format. You will need the free Adobe Acrobat Reader to view this information.

  Alcohols (PDF, 18K)   Aldehydes (PDF, 14K)
  Ketones (PDF, 16K)   Carboxylic Acids and Acid Fluoride (PDF, 12K)
  Sulfoxide and Sulfide (PDF, 13K)   Epoxide (PDF, 11K)

Comparison of the Thermal Stability of Deoxo-Fluor™ and DAST Reagents

Click here to view document (PDF, 11K)

References for Deoxo-Fluor

  1. G. S. Lal, G. P. Pez, R. J. Pesaresi and F. M. Prozonic, Chem. Commun., 216-216, 1999.
  2. G. S. Lal, G. P. Pez, R. J. Pesaresi. F. M. Prozonic and H. Cheng, J. Org. Chem., 7048-7054, 1999.
  3. G. S. Lal, E. Lobach and A. Evans, J. Org. Chem., 4830-4832, 2000.