Fluorine, caution oxidation with

F2N.C( NF).NF.C(NF2)2F mw 265.04, N 26.42%, FB +7.2% FB is analogous with OB, being applied hereafter to fluorinated compds wherein the F is not already on C it is calculated in the same manner, the factor 1900/mw being used instead of 1600/mw) liq, bp ca 80° mp below —130° a 50/50 mixt of the cis and trans isomers, Prepd by fluorinating biguanide sulfate with nitrogen diluted fluorine and a sodium-magnesium fluoride mixt at 0° Proposed as an oxidizer for propints. Should be treated with extreme caution. May readily detonate into CF4 and N2. Do not let vapors contact mercury Refs 1) Beil, not found 2) J.J. Hockstra,... 

Caution Phenylsulfur trifluoride and by-products (e.g., hydrogen fluoride from hydrolysis) are toxic, and all manipulations should be carried out in a good hood. Silva difluoride is a powerful oxidative fluorinating agent and reacts vigorously with many organic materials. These reagents should not be allowed to come in contact with the skin. 

CAUTION. Fluorine is a strong oxidizer and a very corrosive material. An appropriate vacuum line made from copper or Monel in a well-ventilated area should be constructed for working with this element. The reactions themselves were carried out in Teflon vessels. If elementary precautions are taken, work with fluorine is relatively simple. 

Trifluoromethyl hypofluorite is generally used at low temperatures with reactants dissolved in an inert solvent, but to increase the solubility of reactants a cosolvent (MeOH, acetone, THF) is often used however, it must be used with extra caution and appropriate safety precautions against explosions and fires, since trifluoromethyl hypofluorite is a powerful oxidizing agent. The toxicity of trifluoromethyl hypofluorite is expected to be high (as with fluorine). Fluori-nation reactions with trifluoromethyl hypofluorite have been discussed in the last twenty years in review papers6 11,65 and several monographs.12" 14... 

The selective oxidation of C—H bonds in alkanes under mild conditions continues to attract interest from researchers. A new procedure based upon mild generation of perfluoroalkyl radicals from their corresponding anhydrides with either H2O2, m-CPBA, AIBN, or PbEt4 has been described. Oxidation of ethane under the reported conditions furnishes propionic acid and other fluorinated products.79 While some previously reported methods have involved metal-mediated functionalization of alkanes using trifluoroacetic acid/anhydride as solvent, these latter results indicate that the solvent itself without metal catalysis can react as an oxidant. As a consequence, results of these metal-mediated reactions should be treated with caution. The absolute rate constants for H-abstraction from BU3 SnH by perfluorinated w-alkyl radicals have been measured and the trends were found to be qualitatively similar to that of their addition reactions to alkenes.80 a,a-Difluorinated radicals were found to have enhanced reactivities and this was explained as being due to their pyramidal nature while multifluorinated radicals were more reactive still, owing to their electrophilic nature.80... 

Caution. Fluorine should be metered into the reaction vessel correctly so that the pressure in the reaction vessel at room temperature does not exceed about 100 bar. For metering fluorine and precautions, see preparation of xenon difluoride. Safety shielding e.g., a i- 0-mm-thick steel plate) should be placed in front of the furnace with the reaction vessel during the reaction. Chlorine trifluoride and pentafluoride are corrosive, highly oxidizing substance and should be handled under the same precautions as fluorine. 

Caution. High-pressure fluorine reactions should be carried out only behind barricades or in a high-pressure bay using appropriately pressure-temperature-rated nickel or Monel reactors that have been well passivated with several atmospheres of Fj at the described reaction temperature. Stainless steel reactors should be avoided owing to the potential of metal fires. All [NFJ salts are moisture-sensitive and must be handled in a dry atmosphere. They are strong oxidizers—contact with organic materials and fuels must be avoided. 

Caution. Safety barricades must be used for carrying out high-pressure fluorination reactions. The CIF -CIF by-products are strong oxidizers. Contact with fuel, water, or reducing agents must be avoided. 

---